US10476010B2 - Organic electroluminescent materials and devices - Google Patents

Organic electroluminescent materials and devices Download PDF

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US10476010B2
US10476010B2 US15/299,109 US201615299109A US10476010B2 US 10476010 B2 US10476010 B2 US 10476010B2 US 201615299109 A US201615299109 A US 201615299109A US 10476010 B2 US10476010 B2 US 10476010B2
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Abstract

Compounds comprising a ligand LA selected from the group consisting of Formula I and Formula II may be useful as blue phosphorescent materials in OLED devices. The materials were determined computationally to have appropriate triplet energies for use as blue emitters and to possess sufficient chemical stability for use in devices.
Figure US10476010-20191112-C00001

Description

CROSS-REFERENCE TO RELATED APPLICATIONS
This application claims priority to U.S. Provisional Patent Application Ser. No. 62/260,812, filed Nov. 30, 2015, the entire contents of which is incorporated herein by reference.
PARTIES TO A JOINT RESEARCH AGREEMENT
The claimed invention was made by, on behalf of, and/or in connection with one or more of the following parties to a joint university corporation research agreement: The Regents of the University of Michigan, Princeton University, University of Southern California, and the Universal Display Corporation. The agreement was in effect on and before the date the claimed invention was made, and the claimed invention was made as a result of activities undertaken within the scope of the agreement.
FIELD
The present invention relates to compounds for use as emitters, and devices, such as organic light emitting diodes, including the same.
BACKGROUND
Opto-electronic devices that make use of organic materials are becoming increasingly desirable for a number of reasons. Many of the materials used to make such devices are relatively inexpensive, so organic opto-electronic devices have the potential for cost advantages over inorganic devices. In addition, the inherent properties of organic materials, such as their flexibility, may make them well suited for particular applications such as fabrication on a flexible substrate. Examples of organic opto-electronic devices include organic light emitting diodes/devices (OLEDs), organic phototransistors, organic photovoltaic cells, and organic photodetectors. For OLEDs, the organic materials may have performance advantages over conventional materials. For example, the wavelength at which an organic emissive layer emits light may generally be readily tuned with appropriate dopants.
OLEDs make use of thin organic films that emit light when voltage is applied across the device. OLEDs are becoming an increasingly interesting technology for use in applications such as flat panel displays, illumination, and backlighting. Several OLED materials and configurations are described in U.S. Pat. Nos. 5,844,363, 6,303,238, and 5,707,745, which are incorporated herein by reference in their entirety.
One application for phosphorescent emissive molecules is a full color display. Industry standards for such a display call for pixels adapted to emit particular colors, referred to as “saturated” colors. In particular, these standards call for saturated red, green, and blue pixels. Alternatively the OLED can be designed to emit white light. In conventional liquid crystal displays emission from a white backlight is filtered using absorption filters to produce red, green and blue emission. The same technique can also be used with OLEDs. The white OLED can be either a single EML device or a stack structure. Color may be measured using CIE coordinates, which are well known to the art.
One example of a green emissive molecule is tris(2-phenylpyridine) iridium, denoted Ir(ppy)3, which has the following structure:
Figure US10476010-20191112-C00002
In this, and later figures herein, we depict the dative bond from nitrogen to metal (here, Ir) as a straight line.
As used herein, the term “organic” includes polymeric materials as well as small molecule organic materials that may be used to fabricate organic opto-electronic devices. “Small molecule” refers to any organic material that is not a polymer, and “small molecules” may actually be quite large. Small molecules may include repeat units in some circumstances. For example, using a long chain alkyl group as a substituent does not remove a molecule from the “small molecule” class. Small molecules may also be incorporated into polymers, for example as a pendent group on a polymer backbone or as a part of the backbone. Small molecules may also serve as the core moiety of a dendrimer, which consists of a series of chemical shells built on the core moiety. The core moiety of a dendrimer may be a fluorescent or phosphorescent small molecule emitter. A dendrimer may be a “small molecule,” and it is believed that all dendrimers currently used in the field of OLEDs are small molecules.
As used herein, “top” means furthest away from the substrate, while “bottom” means closest to the substrate. Where a first layer is described as “disposed over” a second layer, the first layer is disposed further away from substrate. There may be other layers between the first and second layer, unless it is specified that the first layer is “in contact with” the second layer. For example, a cathode may be described as “disposed over” an anode, even though there are various organic layers in between.
As used herein, “solution processible” means capable of being dissolved, dispersed, or transported in and/or deposited from a liquid medium, either in solution or suspension form.
A ligand may be referred to as “photoactive” when it is believed that the ligand directly contributes to the photoactive properties of an emissive material. A ligand may be referred to as “ancillary” when it is believed that the ligand does not contribute to the photoactive properties of an emissive material, although an ancillary ligand may alter the properties of a photoactive ligand
As used herein, and as would be generally understood by one skilled in the art, a first “Highest Occupied Molecular Orbital” (HOMO) or “Lowest Unoccupied Molecular Orbital” (LUMO) energy level is “greater than” or “higher than” a second HOMO or LUMO energy level if the first energy level is closer to the vacuum energy level. Since ionization potentials (IP) are measured as a negative energy relative to a vacuum level, a higher HOMO energy level corresponds to an IP having a smaller absolute value (an IP that is less negative). Similarly, a higher LUMO energy level corresponds to an electron affinity (EA) having a smaller absolute value (an EA that is less negative). On a conventional energy level diagram, with the vacuum level at the top, the LUMO energy level of a material is higher than the HOMO energy level of the same material. A “higher” HOMO or LUMO energy level appears closer to the top of such a diagram than a “lower” HOMO or LUMO energy level.
As used herein, and as would be generally understood by one skilled in the art, a first work function is “greater than” or “higher than” a second work function if the first work function has a higher absolute value. Because work functions are generally measured as negative numbers relative to vacuum level, this means that a “higher” work function is more negative. On a conventional energy level diagram, with the vacuum level at the top, a “higher” work function is illustrated as further away from the vacuum level in the downward direction. Thus, the definitions of HOMO and LUMO energy levels follow a different convention than work functions.
More details on OLEDs, and the definitions described above, can be found in U.S. Pat. No. 7,279,704, which is incorporated herein by reference in its entirety.
The performance of blue emitter PHOLED materials have been limited by the lifetime of the devices. To date, devices degrade too rapidly to be commercially viable. One limitation is thought to be the chemical stability of the blue phosphorescent material.
There is a need in the art for novel blue emitter PHOLED materials with improved properties, such as chemical stability. The present invention addresses this need in the art.
SUMMARY
According to an embodiment, a compound is provided that has a ligand LA selected from the group consisting of Formula I and Formula II:
Figure US10476010-20191112-C00003
wherein ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
wherein Z is nitrogen or carbon;
wherein R1 and R3 each represent from mono-substitution to the possible maximum number of substitution, or no substitution;
wherein Z1, Z2, Z3, and Z4 are each independently selected from the group consisting of N and CR;
wherein at least one of Z1, Z2, Z3, and Z4 is nitrogen;
wherein X is selected from the group consisting of O, S, and Se;
wherein each R, R1 R2, and R3 are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any adjacent substituents of R, R1 R2, and R3 are optionally joined or fused into a ring;
wherein the ligand LA is coordinated to a metal M; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
According to another embodiment, an organic light emitting diode/device (OLED) is also provided. The OLED can include an anode, a cathode, and an organic layer, disposed between the anode and the cathode. The organic layer can include a compound that has a ligand LA selected from the group consisting of Formula I and Formula II. According to yet another embodiment, the organic light emitting device is incorporated into a device selected from a consumer product, an electronic component module, and/or a lighting panel.
According to another embodiment, the invention provides a formulation comprising a compound that has a ligand LA selected from the group consisting of Formula I and Formula II.
BRIEF DESCRIPTION OF THE DRAWINGS
FIG. 1 shows an organic light emitting device.
FIG. 2 shows an inverted organic light emitting device that does not have a separate electron transport layer.
DETAILED DESCRIPTION
Generally, an OLED comprises at least one organic layer disposed between and electrically connected to an anode and a cathode. When a current is applied, the anode injects holes and the cathode injects electrons into the organic layer(s). The injected holes and electrons each migrate toward the oppositely charged electrode. When an electron and hole localize on the same molecule, an “exciton,” which is a localized electron-hole pair having an excited energy state, is formed. Light is emitted when the exciton relaxes via a photoemissive mechanism. In some cases, the exciton may be localized on an excimer or an exciplex. Non-radiative mechanisms, such as thermal relaxation, may also occur, but are generally considered undesirable.
The initial OLEDs used emissive molecules that emitted light from their singlet states (“fluorescence”) as disclosed, for example, in U.S. Pat. No. 4,769,292, which is incorporated by reference in its entirety. Fluorescent emission generally occurs in a time frame of less than 10 nanoseconds.
More recently, OLEDs having emissive materials that emit light from triplet states (“phosphorescence”) have been demonstrated. Baldo et al., “Highly Efficient Phosphorescent Emission from Organic Electroluminescent Devices,” Nature, vol. 395, 151-154, 1998; (“Baldo-I”) and Baldo et al., “Very high-efficiency green organic light-emitting devices based on electrophosphorescence,” Appl. Phys. Lett., vol. 75, No. 3, 4-6 (1999) (“Baldo-II”), are incorporated by reference in their entireties. Phosphorescence is described in more detail in U.S. Pat. No. 7,279,704 at cols. 5-6, which are incorporated by reference.
FIG. 1 shows an organic light emitting device 100. The figures are not necessarily drawn to scale. Device 100 may include a substrate 110, an anode 115, a hole injection layer 120, a hole transport layer 125, an electron blocking layer 130, an emissive layer 135, a hole blocking layer 140, an electron transport layer 145, an electron injection layer 150, a protective layer 155, a cathode 160, and a barrier layer 170. Cathode 160 is a compound cathode having a first conductive layer 162 and a second conductive layer 164. Device 100 may be fabricated by depositing the layers described, in order. The properties and functions of these various layers, as well as example materials, are described in more detail in U.S. Pat. No. 7,279,704 at cols. 6-10, which are incorporated by reference.
More examples for each of these layers are available. For example, a flexible and transparent substrate-anode combination is disclosed in U.S. Pat. No. 5,844,363, which is incorporated by reference in its entirety. An example of a p-doped hole transport layer is m-MTDATA doped with F4-TCNQ at a molar ratio of 50:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference in its entirety. Examples of emissive and host materials are disclosed in U.S. Pat. No. 6,303,238 to Thompson et al., which is incorporated by reference in its entirety. An example of an n-doped electron transport layer is BPhen doped with Li at a molar ratio of 1:1, as disclosed in U.S. Patent Application Publication No. 2003/0230980, which is incorporated by reference in its entirety. U.S. Pat. Nos. 5,703,436 and 5,707,745, which are incorporated by reference in their entireties, disclose examples of cathodes including compound cathodes having a thin layer of metal such as Mg:Ag with an overlying transparent, electrically-conductive, sputter-deposited ITO layer. The theory and use of blocking layers is described in more detail in U.S. Pat. No. 6,097,147 and U.S. Patent Application Publication No. 2003/0230980, which are incorporated by reference in their entireties. Examples of injection layers are provided in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference in its entirety. A description of protective layers may be found in U.S. Patent Application Publication No. 2004/0174116, which is incorporated by reference in its entirety.
FIG. 2 shows an inverted OLED 200. The device includes a substrate 210, a cathode 215, an emissive layer 220, a hole transport layer 225, and an anode 230. Device 200 may be fabricated by depositing the layers described, in order. Because the most common OLED configuration has a cathode disposed over the anode, and device 200 has cathode 215 disposed under anode 230, device 200 may be referred to as an “inverted” OLED. Materials similar to those described with respect to device 100 may be used in the corresponding layers of device 200. FIG. 2 provides one example of how some layers may be omitted from the structure of device 100.
The simple layered structure illustrated in FIGS. 1 and 2 is provided by way of non-limiting example, and it is understood that embodiments of the invention may be used in connection with a wide variety of other structures. The specific materials and structures described are exemplary in nature, and other materials and structures may be used. Functional OLEDs may be achieved by combining the various layers described in different ways, or layers may be omitted entirely, based on design, performance, and cost factors. Other layers not specifically described may also be included. Materials other than those specifically described may be used. Although many of the examples provided herein describe various layers as comprising a single material, it is understood that combinations of materials, such as a mixture of host and dopant, or more generally a mixture, may be used. Also, the layers may have various sublayers. The names given to the various layers herein are not intended to be strictly limiting. For example, in device 200, hole transport layer 225 transports holes and injects holes into emissive layer 220, and may be described as a hole transport layer or a hole injection layer. In one embodiment, an OLED may be described as having an “organic layer” disposed between a cathode and an anode. This organic layer may comprise a single layer, or may further comprise multiple layers of different organic materials as described, for example, with respect to FIGS. 1 and 2.
Structures and materials not specifically described may also be used, such as OLEDs comprised of polymeric materials (PLEDs) such as disclosed in U.S. Pat. No. 5,247,190 to Friend et al., which is incorporated by reference in its entirety. By way of further example, OLEDs having a single organic layer may be used. OLEDs may be stacked, for example as described in U.S. Pat. No. 5,707,745 to Forrest et al, which is incorporated by reference in its entirety. The OLED structure may deviate from the simple layered structure illustrated in FIGS. 1 and 2. For example, the substrate may include an angled reflective surface to improve out-coupling, such as a mesa structure as described in U.S. Pat. No. 6,091,195 to Forrest et al., and/or a pit structure as described in U.S. Pat. No. 5,834,893 to Bulovic et al., which are incorporated by reference in their entireties.
Unless otherwise specified, any of the layers of the various embodiments may be deposited by any suitable method. For the organic layers, preferred methods include thermal evaporation, ink-jet, such as described in U.S. Pat. Nos. 6,013,982 and 6,087,196, which are incorporated by reference in their entireties, organic vapor phase deposition (OVPD), such as described in U.S. Pat. No. 6,337,102 to Forrest et al., which is incorporated by reference in its entirety, and deposition by organic vapor jet printing (OVJP), such as described in U.S. Pat. No. 7,431,968, which is incorporated by reference in its entirety. Other suitable deposition methods include spin coating and other solution based processes. Solution based processes are preferably carried out in nitrogen or an inert atmosphere. For the other layers, preferred methods include thermal evaporation. Preferred patterning methods include deposition through a mask, cold welding such as described in U.S. Pat. Nos. 6,294,398 and 6,468,819, which are incorporated by reference in their entireties, and patterning associated with some of the deposition methods such as ink-jet and OVID. Other methods may also be used. The materials to be deposited may be modified to make them compatible with a particular deposition method. For example, substituents such as alkyl and aryl groups, branched or unbranched, and preferably containing at least 3 carbons, may be used in small molecules to enhance their ability to undergo solution processing. Substituents having 20 carbons or more may be used, and 3-20 carbons is a preferred range. Materials with asymmetric structures may have better solution processibility than those having symmetric structures, because asymmetric materials may have a lower tendency to recrystallize Dendrimer substituents may be used to enhance the ability of small molecules to undergo solution processing.
Devices fabricated in accordance with embodiments of the present invention may further optionally comprise a barrier layer. One purpose of the barrier layer is to protect the electrodes and organic layers from damaging exposure to harmful species in the environment including moisture, vapor and/or gases, etc. The barrier layer may be deposited over, under or next to a substrate, an electrode, or over any other parts of a device including an edge. The barrier layer may comprise a single layer, or multiple layers. The barrier layer may be formed by various known chemical vapor deposition techniques and may include compositions having a single phase as well as compositions having multiple phases. Any suitable material or combination of materials may be used for the barrier layer. The barrier layer may incorporate an inorganic or an organic compound or both. The preferred barrier layer comprises a mixture of a polymeric material and a non-polymeric material as described in U.S. Pat. No. 7,968,146, PCT Pat. Application Nos. PCT/US2007/023098 and PCT/US2009/042829, which are herein incorporated by reference in their entireties. To be considered a “mixture”, the aforesaid polymeric and non-polymeric materials comprising the barrier layer should be deposited under the same reaction conditions and/or at the same time. The weight ratio of polymeric to non-polymeric material may be in the range of 95:5 to 5:95. The polymeric material and the non-polymeric material may be created from the same precursor material. In one example, the mixture of a polymeric material and a non-polymeric material consists essentially of polymeric silicon and inorganic silicon.
Devices fabricated in accordance with embodiments of the invention can be incorporated into a wide variety of electronic component modules (or units) that can be incorporated into a variety of electronic products or intermediate components. Examples of such electronic products or intermediate components include display screens, lighting devices such as discrete light source devices or lighting panels, etc. that can be utilized by the end-user product manufacturers. Such electronic component modules can optionally include the driving electronics and/or power source(s). Devices fabricated in accordance with embodiments of the invention can be incorporated into a wide variety of consumer products that have one or more of the electronic component modules (or units) incorporated therein. Such consumer products would include any kind of products that include one or more light source(s) and/or one or more of some type of visual displays. Some examples of such consumer products include flat panel displays, computer monitors, medical monitors, televisions, billboards, lights for interior or exterior illumination and/or signaling, heads-up displays, fully or partially transparent displays, flexible displays, laser printers, telephones, cell phones, tablets, phablets, personal digital assistants (PDAs), wearable device, laptop computers, digital cameras, camcorders, viewfinders, micro-displays, 3-D displays, virtual reality or augmented reality displays, vehicles, a large area wall, theater or stadium screen, or a sign. Various control mechanisms may be used to control devices fabricated in accordance with the present invention, including passive matrix and active matrix. Many of the devices are intended for use in a temperature range comfortable to humans, such as 18 degrees C. to 30 degrees C., and more preferably at room temperature (20-25 degrees C.), but could be used outside this temperature range, for example, from −40 degree C. to +80 degree C.
The materials and structures described herein may have applications in devices other than OLEDs. For example, other optoelectronic devices such as organic solar cells and organic photodetectors may employ the materials and structures. More generally, organic devices, such as organic transistors, may employ the materials and structures.
The term “halo,” “halogen,” or “halide” as used herein includes fluorine, chlorine, bromine, and iodine.
The term “alkyl” as used herein contemplates both straight and branched chain alkyl radicals. Preferred alkyl groups are those containing from one to fifteen carbon atoms and includes methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, and the like. Additionally, the alkyl group may be optionally substituted.
The term “cycloalkyl” as used herein contemplates cyclic alkyl radicals. Preferred cycloalkyl groups are those containing 3 to 10 ring carbon atoms and includes cyclopropyl, cyclopentyl, cyclohexyl, adamantyl, and the like. Additionally, the cycloalkyl group may be optionally substituted.
The term “alkenyl” as used herein contemplates both straight and branched chain alkene radicals. Preferred alkenyl groups are those containing two to fifteen carbon atoms. Additionally, the alkenyl group may be optionally substituted.
The term “alkynyl” as used herein contemplates both straight and branched chain alkyne radicals. Preferred alkynyl groups are those containing two to fifteen carbon atoms. Additionally, the alkynyl group may be optionally substituted.
The terms “aralkyl” or “arylalkyl” as used herein are used interchangeably and contemplate an alkyl group that has as a substituent an aromatic group. Additionally, the aralkyl group may be optionally substituted.
The term “heterocyclic group” as used herein contemplates aromatic and non-aromatic cyclic radicals. Hetero-aromatic cyclic radicals also means heteroaryl. Preferred hetero-non-aromatic cyclic groups are those containing 3 to 7 ring atoms which includes at least one hetero atom, and includes cyclic amines such as morpholino, piperdino, pyrrolidino, and the like, and cyclic ethers, such as tetrahydrofuran, tetrahydropyran, and the like. Additionally, the heterocyclic group may be optionally substituted.
The term “aryl” or “aromatic group” as used herein contemplates single-ring groups and polycyclic ring systems. The polycyclic rings may have two or more rings in which two carbons are common to two adjoining rings (the rings are “fused”) wherein at least one of the rings is aromatic, e.g., the other rings can be cycloalkyls, cycloalkenyls, aryl, heterocycles, and/or heteroaryls. Preferred aryl groups are those containing six to thirty carbon atoms, preferably six to twenty carbon atoms, more preferably six to twelve carbon atoms. Especially preferred is an aryl group having six carbons, ten carbons or twelve carbons. Suitable aryl groups include phenyl, biphenyl, triphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, and azulene, preferably phenyl, biphenyl, triphenyl, triphenylene, fluorene, and naphthalene. Additionally, the aryl group may be optionally substituted.
The term “heteroaryl” as used herein contemplates single-ring hetero-aromatic groups that may include from one to five heteroatoms. The term heteroaryl also includes polycyclic hetero-aromatic systems having two or more rings in which two atoms are common to two adjoining rings (the rings are “fused”) wherein at least one of the rings is a heteroaryl, e.g., the other rings can be cycloalkyls, cycloalkenyls, aryl, heterocycles, and/or heteroaryls. Preferred heteroaryl groups are those containing three to thirty carbon atoms, preferably three to twenty carbon atoms, more preferably three to twelve carbon atoms. Suitable heteroaryl groups include dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazine, and aza-analogs thereof. Additionally, the heteroaryl group may be optionally substituted.
The alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, heterocyclic group, aryl, and heteroaryl may be unsubstituted or may be substituted with one or more substituents selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, cyclic amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ether, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.
As used herein, “substituted” indicates that a substituent other than H is bonded to the relevant position, such as carbon. Thus, for example, where R1 is mono-substituted, then one R1 must be other than H. Similarly, where R1 is di-substituted, then two of R1 must be other than H. Similarly, where R1 is unsubstituted, R1 is hydrogen for all available positions.
The “aza” designation in the fragments described herein, i.e. aza-dibenzofuran, aza-dibenzothiophene, etc. means that one or more of the C—H groups in the respective fragment can be replaced by a nitrogen atom, for example, and without any limitation, azatriphenylene encompasses both dibenzo[f,h]quinoxaline and dibenzo[f,h]quinoline. One of ordinary skill in the art can readily envision other nitrogen analogs of the aza-derivatives described above, and all such analogs are intended to be encompassed by the terms as set forth herein.
It is to be understood that when a molecular fragment is described as being a substituent or otherwise attached to another moiety, its name may be written as if it were a fragment (e.g. phenyl, phenylene, naphthyl, dibenzofuryl) or as if it were the whole molecule (e.g. benzene, naphthalene, dibenzofuran). As used herein, these different ways of designating a substituent or attached fragment are considered to be equivalent.
The performance of blue emitter PHOLED materials have been limited by the lifetime of the devices. To date, devices degrade too rapidly to be commercially viable. One limitation is thought to be the chemical stability of the blue phosphorescent material. In one aspect, the present invention relates to the development of new phosphorescent materials with appropriate color and chemical stability.
Compounds of the Invention
In one aspect, the invention includes a compound comprising a ligand LA selected from the group consisting of Formula I and Formula II:
Figure US10476010-20191112-C00004
wherein ring A is a 5-membered or 6-membered carbocyclic or heterocyclic ring;
wherein Z is nitrogen or carbon;
wherein R1 and R3 each represent from mono-substitution to the possible maximum number of substitution, or no substitution;
wherein Z1, Z2, Z3, and Z4 are each independently selected from the group consisting of N and CR;
wherein at least one of Z1, Z2, Z3, and Z4 is nitrogen;
wherein X is selected from the group consisting of O, S, and Se;
wherein each R, R1 R2, and R3 are independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any adjacent substituents of R, R1 R2, and R3 are optionally joined or fused into a ring;
wherein the ligand LA is coordinated to a metal M; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
Any 5-membered or 6-membered carbocyclic or heterocyclic ring is contemplated for A, as would be understood by one of ordinary skill in the art. In one embodiment, A is selected from the group consisting of pyridine, imidazole, isoimidazole, and pyrazole.
Any metal M is contemplated by the present invention, as would be understood by one of ordinary skill in the art. In one embodiment, M is selected from the group consisting of Ir, Rh, Re, Ru, Os, Pt, Au, and Cu. In another embodiment, M is Ir or Pt.
In one embodiment, the compound is homoleptic. In another embodiment, the compound is heteroleptic.
In one embodiment, X is O. In another embodiment, X is S.
In one embodiment, one of Z1, Z2, Z3, and Z4 is nitrogen, and three of Z1, Z2, Z3, and Z4 is CR.
In one embodiment, ligand LA is selected from the group consisting of:
Figure US10476010-20191112-C00005
Figure US10476010-20191112-C00006
In one embodiment, ligand LA is selected from the group consisting of:
LA1 to LA318 based on the chemical structure:
Figure US10476010-20191112-C00007
LA # R11 R12 R13 R14 R31 R32 R33
1 CD3 CD3 H H H H H
2 CD3 CH3 H H H H H
3 CD3 H 2,6DIP H H H H
4 CD3 H 2,6DMB H H H H
5 CD3 H CD3 H H H H
6 CD3 H CH3 H H H H
7 CD3 H H 2,6DIP H H H
8 CD3 H H 2,6DMB H H H
9 CD3 H H CD3 H H H
10 CD3 H H CH3 H H H
11 CD3 H H H 2,6DIP H H
12 CD3 H H H 2,6DMB H H
13 CD3 H H H CD3 H H
14 CD3 H H H CH3 H H
15 CD3 H H H H 2,6DIP H
16 CD3 H H H H 2,6DMB H
17 CD3 H H H H CD3 H
18 CD3 H H H H CH3 H
19 CD3 H H H H H 2,6DIP
20 CD3 H H H H H 2,6DMB
21 CD3 H H H H H CD3
22 CD3 H H H H H CH3
23 CD3 H H H H H H
24 CD3 H H H H H i-Pr
25 CD3 H H H H i-Pr H
26 CD3 H H H i-Pr H H
27 CD3 H H i-Pr H H H
28 CD3 H i-Pr H H H H
29 CD3 i-Pr H H H H H
30 CH3 CD3 H H H H H
31 CH3 CH3 H H H H H
32 CH3 H 2,6DIP H H H H
33 CH3 H 2,6DMB H H H H
34 CH3 H CD3 H H H H
35 CH3 H CH3 H H H H
36 CH3 H H 2,6DIP H H H
37 CH3 H H 2,6DMB H H H
38 CH3 H H CD3 H H H
39 CH3 H H CH3 H H H
40 CH3 H H H 2,6DIP H H
41 CH3 H H H 2,6DMB H H
42 CH3 H H H CD3 H H
43 CH3 H H H CH3 H H
44 CH3 H H H H 2,6DIP H
45 CH3 H H H H 2,6DMB H
46 CH3 H H H H CD3 H
47 CH3 H H H H CH3 H
48 CH3 H H H H H 2,6DIP
49 CH3 H H H H H 2,6DMB
50 CH3 H H H H H CD3
51 CH3 H H H H H CH3
52 CH3 H H H H H H
53 CH3 H H H H H i-Pr
54 CH3 H H H H i-Pr H
55 CH3 H H H i-Pr H H
56 CH3 H H i-Pr H H H
57 CH3 H i-Pr H H H H
58 CH3 i-Pr H H H H H
59 H 2,6DIP H CD3 H H H
60 H 2,6DIP H CH3 H H H
61 H 2,6DIP H H CD3 H H
62 H 2,6DIP H H CH3 H H
63 H 2,6DIP H H H CD3 H
64 H 2,6DIP H H H CH3 H
65 H 2,6DIP H H H H CD3
66 H 2,6DIP H H H H CH3
67 H 2,6DIP H H H H H
68 H 2,6DMB H CD3 H H H
69 H 2,6DMB H CH3 H H H
70 H 2,6DMB H H CD3 H H
71 H 2,6DMB H H CH3 H H
72 H 2,6DMB H H H CD3 H
73 H 2,6DMB H H H CH3 H
74 H 2,6DMB H H H H CD3
75 H 2,6DMB H H H H CH3
76 H 2,6DMB H H H H H
77 H CD3 CD3 H H H H
78 H CD3 CH3 H H H H
79 H CD3 H 2,6DIP H H H
80 H CD3 H 2,6DMB H H H
81 H CD3 H CD3 H H H
82 H CD3 H CH3 H H H
83 H CD3 H H 2,6DIP H H
84 H CD3 H H 2,6DMB H H
85 H CD3 H H CD3 H H
86 H CD3 H H CH3 H H
87 H CD3 H H H 2,6DIP H
88 H CD3 H H H 2,6DMB H
89 H CD3 H H H CD3 H
90 H CD3 H H H CH3 H
91 H CD3 H H H H 2,6DIP
92 H CD3 H H H H 2,6DMB
93 H CD3 H H H H CD3
94 H CD3 H H H H CH3
95 H CD3 H H H H H
96 H CD3 H H H H i-Pr
97 H CD3 H H H i-Pr H
98 H CD3 H H i-Pr H H
99 H CD3 H i-Pr H H H
100 H CD3 i-Pr H H H H
101 H CH3 CD3 H H H H
102 H CH3 CH3 H H H H
103 H CH3 H 2,6DIP H H H
104 H CH3 H 2,6DMB H H H
105 H CH3 H CD3 H H H
106 H CH3 H CH3 H H H
107 H CH3 H H 2,6DIP H H
108 H CH3 H H 2,6DMB H H
109 H CH3 H H CD3 H H
110 H CH3 H H CH3 H H
111 H CH3 H H H 2,6DIP H
112 H CH3 H H H 2,6DMB H
113 H CH3 H H H CD3 H
114 H CH3 H H H CH3 H
115 H CH3 H H H H 2,6DIP
116 H CH3 H H H H 2,6DMB
117 H CH3 H H H H CD3
118 H CH3 H H H H CH3
119 H CH3 H H H H H
120 H CH3 H H H H i-Pr
121 H CH3 H H H i-Pr H
122 H CH3 H H i-Pr H H
123 H CH3 H i-Pr H H H
124 H CH3 i-Pr H H H H
125 H H 2,6DIP H CD3 H H
126 H H 2,6DIP H CH3 H H
127 H H 2,6DIP H H CD3 H
128 H H 2,6DIP H H CH3 H
129 H H 2,6DIP H H H CD3
130 H H 2,6DIP H H H CH3
131 H H 2,6DIP H H H H
132 H H 2,6DMB H CD3 H H
133 H H 2,6DMB H CH3 H H
134 H H 2,6DMB H H CD3 H
135 H H 2,6DMB H H CH3 H
136 H H 2,6DMB H H H CD3
137 H H 2,6DMB H H H CH3
138 H H 2,6DMB H H H H
139 H H CD3 CD3 H H H
140 H H CD3 CH3 H H H
141 H H CD3 H 2,6DIP H H
142 H H CD3 H 2,6DMB H H
143 H H CD3 H CD3 H H
144 H H CD3 H CH3 H H
145 H H CD3 H H 2,6DIP H
146 H H CD3 H H 2,6DMB H
147 H H CD3 H H CD3 H
148 H H CD3 H H CH3 H
149 H H CD3 H H H 2,6DIP
150 H H CD3 H H H 2,6DMB
151 H H CD3 H H H CD3
152 H H CD3 H H H CH3
153 H H CD3 H H H H
154 H H CD3 H H H i-Pr
155 H H CD3 H H i-Pr H
156 H H CD3 H i-Pr H H
157 H H CD3 i-Pr H H H
158 H H CH3 CD3 H H H
159 H H CH3 CH3 H H H
160 H H CH3 H 2,6DIP H H
161 H H CH3 H 2,6DMB H H
162 H H CH3 H CD3 H H
163 H H CH3 H CH3 H H
164 H H CH3 H H 2,6DIP H
165 H H CH3 H H 2,6DMB H
166 H H CH3 H H CD3 H
167 H H CH3 H H CH3 H
168 H H CH3 H H H 2,6DIP
169 H H CH3 H H H 2,6DMB
170 H H CH3 H H H CD3
171 H H CH3 H H H CH3
172 H H CH3 H H H H
173 H H CH3 H H H i-Pr
174 H H CH3 H H i-Pr H
175 H H CH3 H i-Pr H H
176 H H CH3 i-Pr H H H
177 H H H 2,6DIP CD3 H H
178 H H H 2,6DIP CH3 H H
179 H H H 2,6DIP H CD3 H
180 H H H 2,6DIP H CH3 H
181 H H H 2,6DIP H H CD3
182 H H H 2,6DIP H H CH3
183 H H H 2,6DIP H H H
184 H H H 2,6DMB CD3 H H
185 H H H 2,6DMB CH3 H H
186 H H H 2,6DMB H CD3 H
187 H H H 2,6DMB H CH3 H
188 H H H 2,6DMB H H CD3
189 H H H 2,6DMB H H CH3
190 H H H 2,6DMB H H H
191 H H H CD3 2,6DIP H H
192 H H H CD3 2,6DMB H H
193 H H H CD3 CD3 H H
194 H H H CD3 CH3 H H
195 H H H CD3 H 2,6DIP H
196 H H H CD3 H 2,6DMB H
197 H H H CD3 H CD3 H
198 H H H CD3 H CH3 H
199 H H H CD3 H H 2,6DIP
200 H H H CD3 H H 2,6DMB
201 H H H CD3 H H CD3
202 H H H CD3 H H CH3
203 H H H CD3 H H H
204 H H H CD3 H H i-Pr
205 H H H CD3 H i-Pr H
206 H H H CD3 i-Pr H H
207 H H H CH3 2,6DIP H H
208 H H H CH3 2,6DMB H H
209 H H H CH3 CD3 H H
210 H H H CH3 CH3 H H
211 H H H CH3 H 2,6DIP H
212 H H H CH3 H 2,6DMB H
213 H H H CH3 H CD3 H
214 H H H CH3 H CH3 H
215 H H H CH3 H H 2,6DIP
216 H H H CH3 H H 2,6DMB
217 H H H CH3 H H CD3
218 H H H CH3 H H CH3
219 H H H CH3 H H H
220 H H H CH3 H H i-Pr
221 H H H CH3 H i-Pr H
222 H H H CH3 i-Pr H H
223 H H H H 2,6DIP H CD3
224 H H H H 2,6DIP H CH3
225 H H H H 2,6DIP H H
226 H H H H 2,6DMB H CD3
227 H H H H 2,6DMB H CH3
228 H H H H 2,6DMB H H
229 H H H H CD3 CD3 H
230 H H H H CD3 CH3 H
231 H H H H CD3 H 2,6DIP
232 H H H H CD3 H 2,6DMB
233 H H H H CD3 H CD3
234 H H H H CD3 H CH3
235 H H H H CD3 H H
236 H H H H CD3 H i-Pr
237 H H H H CD3 i-Pr H
238 H H H H CH3 CD3 H
239 H H H H CH3 CH3 H
240 H H H H CH3 H 2,6DIP
241 H H H H CH3 H 2,6DMB
242 H H H H CH3 H CD3
243 H H H H CH3 H CH3
244 H H H H CH3 H H
245 H H H H CH3 H i-Pr
246 H H H H CH3 i-Pr H
247 H H H H H 2,6DIP CD3
248 H H H H H 2,6DIP CH3
249 H H H H H 2,6DIP H
250 H H H H H 2,6DMB CD3
251 H H H H H 2,6DMB CH3
252 H H H H H 2,6DMB H
253 H H H H H CD3 2,6DIP
254 H H H H H CD3 2,6DMB
255 H H H H H CD3 CD3
256 H H H H H CD3 CH3
257 H H H H H CD3 H
258 H H H H H CD3 i-Pr
259 H H H H H CH3 2,6DIP
260 H H H H H CH3 2,6DMB
261 H H H H H CH3 CD3
262 H H H H H CH3 CH3
263 H H H H H CH3 H
264 H H H H H CH3 i-Pr
265 H H H H H H 2,6DIP
266 H H H H H H 2,6DMB
267 H H H H H H CD3
268 H H H H H H CH3
269 H H H H H H H
270 H H H H H H i-Pr
271 H H H H H i-Pr CD3
272 H H H H H i-Pr CH3
273 H H H H H i-Pr H
274 H H H H i-Pr CD3 H
275 H H H H i-Pr CH3 H
276 H H H H i-Pr H CD3
277 H H H H i-Pr H CH3
278 H H H H i-Pr H H
279 H H H i-Pr CD3 H H
280 H H H i-Pr CH3 H H
281 H H H i-Pr H CD3 H
282 H H H i-Pr H CH3 H
283 H H H i-Pr H H CD3
284 H H H i-Pr H H CH3
285 H H H i-Pr H H H
286 H H i-Pr CD3 H H H
287 H H i-Pr CH3 H H H
288 H H i-Pr H CD3 H H
289 H H i-Pr H CH3 H H
290 H H i-Pr H H CD3 H
291 H H i-Pr H H CH3 H
292 H H i-Pr H H H CD3
293 H H i-Pr H H H CH3
294 H H i-Pr H H H H
295 H i-Pr CD3 H H H H
296 H i-Pr CH3 H H H H
297 H i-Pr H CD3 H H H
298 H i-Pr H CH3 H H H
299 H i-Pr H H CD3 H H
300 H i-Pr H H CH3 H H
301 H i-Pr H H H CD3 H
302 H i-Pr H H H CH3 H
303 H i-Pr H H H H CD3
304 H i-Pr H H H H CH3
305 H i-Pr H H H H H
306 i-Pr CD3 H H H H H
307 i-Pr CH3 H H H H H
308 i-Pr H CD3 H H H H
309 i-Pr H CH3 H H H H
310 i-Pr H H CD3 H H H
311 i-Pr H H CH3 H H H
312 i-Pr H H H CD3 H H
313 i-Pr H H H CH3 H H
314 i-Pr H H H H CD3 H
315 i-Pr H H H H CH3 H
316 i-Pr H H H H H CD3
317 i-Pr H H H H H CH3
318 i-Pr H H H H H H

LA319 to LA628 based on the structure:
Figure US10476010-20191112-C00008
LA # R11 R12 R13 R14 R31 R32 R34
319 CD3 CD3 H H H H H
320 CD3 CH3 H H H H H
321 CD3 H 2,6DIP H H H H
322 CD3 H 2,6DMB H H H H
323 CD3 H CD3 H H H H
324 CD3 H CH3 H H H H
325 CD3 H H 2,6DIP H H H
326 CD3 H H 2,6DMB H H H
327 CD3 H H CD3 H H H
328 CD3 H H CH3 H H H
329 CD3 H H H 2,6DIP H H
330 CD3 H H H 2,6DMB H H
331 CD3 H H H CD3 H H
332 CD3 H H H CH3 H H
333 CD3 H H H H 2,6DIP H
334 CD3 H H H H 2,6DMB H
335 CD3 H H H H CD3 H
336 CD3 H H H H CH3 H
337 CD3 H H H H H 2,6DIP
338 CD3 H H H H H 2,6DMB
339 CD3 H H H H H CD3
340 CD3 H H H H H CH3
341 CD3 H H H H H H
342 CD3 H H H H H i-Pr
343 CD3 H H H H i-Pr H
344 CD3 H H H i-Pr H H
345 CD3 H H i-Pr H H H
346 CD3 H i-Pr H H H H
347 CD3 i-Pr H H H H H
348 CH3 CD3 H H H H H
349 CH3 CH3 H H H H H
350 CH3 H 2,6DIP H H H H
351 CH3 H 2,6DMB H H H H
352 CH3 H CD3 H H H H
353 CH3 H CH3 H H H H
354 CH3 H H 2,6DIP H H H
355 CH3 H H 2,6DMB H H H
356 CH3 H H CD3 H H H
357 CH3 H H CH3 H H H
358 CH3 H H H 2,6DIP H H
359 CH3 H H H 2,6DMB H H
360 CH3 H H H CD3 H H
361 CH3 H H H CH3 H H
362 CH3 H H H H 2,6DIP H
363 CH3 H H H H 2,6DMB H
364 CH3 H H H H CD3 H
365 CH3 H H H H CH3 H
366 CH3 H H H H H 2,6DIP
367 CH3 H H H H H 2,6DMB
368 CH3 H H H H H CD3
369 CH3 H H H H H CH3
370 CH3 H H H H H H
371 CH3 H H H H H i-Pr
372 CH3 H H H H i-Pr H
373 CH3 H H H i-Pr H H
374 CH3 H H i-Pr H H H
375 CH3 H i-Pr H H H H
376 CH3 i-Pr H H H H H
377 H 2,6DIP H CD3 H H H
378 H 2,6DIP H CH3 H H H
379 H 2,6DIP H H CD3 H H
380 H 2,6DIP H H CH3 H H
381 H 2,6DIP H H H CD3 H
382 H 2,6DIP H H H CH3 H
383 H 2,6DIP H H H H CD3
384 H 2,6DIP H H H H CH3
385 H 2,6DIP H H H H H
386 H 2,6DMB H CD3 H H H
387 H 2,6DMB H CH3 H H H
388 H 2,6DMB H H CD3 H H
389 H 2,6DMB H H CH3 H H
390 H 2,6DMB H H H CD3 H
391 H 2,6DMB H H H CH3 H
392 H 2,6DMB H H H H CD3
393 H 2,6DMB H H H H CH3
394 H 2,6DMB H H H H H
395 H CD3 CD3 H H H H
396 H CD3 CH3 H H H H
397 H CD3 H 2,6DIP H H H
398 H CD3 H 2,6DMB H H H
399 H CD3 H CD3 H H H
400 H CD3 H CH3 H H H
401 H CD3 H H 2,6DIP H H
402 H CD3 H H 2,6DMB H H
403 H CD3 H H CD3 H H
404 H CD3 H H CH3 H H
405 H CD3 H H H 2,6DIP H
406 H CD3 H H H 2,6DMB H
407 H CD3 H H H CD3 H
408 H CD3 H H H CH3 H
409 H CD3 H H H H 2,6DIP
410 H CD3 H H H H 2,6DMB
411 H CD3 H H H H CD3
412 H CD3 H H H H CH3
413 H CD3 H H H H H
414 H CD3 H H H H i-Pr
415 H CD3 H H H i-Pr H
416 H CD3 H H i-Pr H H
417 H CD3 H i-Pr H H H
418 H CD3 i-Pr H H H H
419 H CH3 CD3 H H H H
420 H CH3 CH3 H H H H
421 H CH3 H 2,6DIP H H H
422 H CH3 H 2,6DMB H H H
423 H CH3 H CD3 H H H
424 H CH3 H CH3 H H H
425 H CH3 H H 2,6DIP H H
426 H CH3 H H 2,6DMB H H
427 H CH3 H H CD3 H H
428 H CH3 H H CH3 H H
429 H CH3 H H H 2,6DIP H
430 H CH3 H H H 2,6DMB H
431 H CH3 H H H CD3 H
432 H CH3 H H H CH3 H
433 H CH3 H H H H 2,6DIP
434 H CH3 H H H H 2,6DMB
435 H CH3 H H H H CD3
436 H CH3 H H H H CH3
437 H CH3 H H H H H
438 H CH3 H H H H i-Pr
439 H CH3 H H H i-Pr H
440 H CH3 H H i-Pr H H
441 H CH3 H i-Pr H H H
442 H CH3 i-Pr H H H H
443 H H 2,6DIP H CD3 H H
444 H H 2,6DIP H CH3 H H
445 H H 2,6DIP H H CD3 H
446 H H 2,6DIP H H CH3 H
447 H H 2,6DIP H H H CD3
448 H H 2,6DIP H H H CH3
449 H H 2,6DIP H H H H
450 H H 2,6DMB H CD3 H H
451 H H 2,6DMB H CH3 H H
452 H H 2,6DMB H H CD3 H
453 H H 2,6DMB H H CH3 H
454 H H 2,6DMB H H H CD3
455 H H 2,6DMB H H H CH3
456 H H 2,6DMB H H H H
457 H H CD3 CD3 H H H
458 H H CD3 CH3 H H H
459 H H CD3 H 2,6DIP H H
460 H H CD3 H 2,6DMB H H
461 H H CD3 H CD3 H H
462 H H CD3 H CH3 H H
463 H H CD3 H H 2,6DIP H
464 H H CD3 H H 2,6DMB H
465 H H CD3 H H CD3 H
466 H H CD3 H H CH3 H
467 H H CD3 H H H 2,6DIP
468 H H CD3 H H H 2,6DMB
469 H H CD3 H H H CD3
470 H H CD3 H H H CH3
471 H H CD3 H H H H
472 H H CD3 H H H i-Pr
473 H H CD3 H H i-Pr H
474 H H CD3 H i-Pr H H
475 H H CD3 i-Pr H H H
476 H H CH3 CD3 H H H
477 H H CH3 CH3 H H H
478 H H CH3 H 2,6DIP H H
479 H H CH3 H 2,6DMB H H
480 H H CH3 H CD3 H H
481 H H CH3 H CH3 H H
482 H H CH3 H H 2,6DIP H
483 H H CH3 H H 2,6DMB H
484 H H CH3 H H CD3 H
485 H H CH3 H H CH3 H
486 H H CH3 H H H 2,6DIP
487 H H CH3 H H H 2,6DMB
488 H H CH3 H H H CD3
489 H H CH3 H H H CH3
490 H H CH3 H H H H
491 H H CH3 H H H i-Pr
492 H H CH3 H H i-Pr H
493 H H CH3 H i-Pr H H
494 H H CH3 i-Pr H H H
495 H H H 2,6DIP H CD3 H
496 H H H 2,6DIP H CH3 H
497 H H H 2,6DIP H H CD3
498 H H H 2,6DIP H H CH3
499 H H H 2,6DIP H H H
500 H H H 2,6DMB H CD3 H
501 H H H 2,6DMB H CH3 H
502 H H H 2,6DMB H H CD3
503 H H H 2,6DMB H H CH3
504 H H H 2,6DMB H H H
505 H H H CD3 CD3 H H
506 H H H CD3 CH3 H H
507 H H H CD3 H 2,6DIP H
508 H H H CD3 H 2,6DMB H
509 H H H CD3 H CD3 H
510 H H H CD3 H CH3 H
511 H H H CD3 H H 2,6DIP
512 H H H CD3 H H 2,6DMB
513 H H H CD3 H H CD3
514 H H H CD3 H H CH3
515 H H H CD3 H H H
516 H H H CD3 H H i-Pr
517 H H H CD3 H i-Pr H
518 H H H CD3 i-Pr H H
519 H H H CH3 CD3 H H
520 H H H CH3 CH3 H H
521 H H H CH3 H 2,6DIP H
522 H H H CH3 H 2,6DMB H
523 H H H CH3 H CD3 H
524 H H H CH3 H CH3 H
525 H H H CH3 H H 2,6DIP
526 H H H CH3 H H 2,6DMB
527 H H H CH3 H H CD3
528 H H H CH3 H H CH3
529 H H H CH3 H H H
530 H H H CH3 H H i-Pr
531 H H H CH3 H i-Pr H
532 H H H CH3 i-Pr H H
533 H H H H 2,6DIP H CD3
534 H H H H 2,6DIP H CH3
535 H H H H 2,6DIP H H
536 H H H H 2,6DMB H CD3
537 H H H H 2,6DMB H CH3
538 H H H H 2,6DMB H H
539 H H H H CD3 CD3 H
540 H H H H CD3 CH3 H
541 H H H H CD3 H 2,6DIP
542 H H H H CD3 H 2,6DMB
543 H H H H CD3 H CD3
544 H H H H CD3 H CH3
545 H H H H CD3 H H
546 H H H H CD3 H i-Pr
547 H H H H CD3 i-Pr H
548 H H H H CH3 CD3 H
549 H H H H CH3 CH3 H
550 H H H H CH3 H 2,6DIP
551 H H H H CH3 H 2,6DMB
552 H H H H CH3 H CD3
553 H H H H CH3 H CH3
554 H H H H CH3 H H
555 H H H H CH3 H i-Pr
556 H H H H CH3 i-Pr H
557 H H H H H 2,6DIP CD3
558 H H H H H 2,6DIP CH3
559 H H H H H 2,6DIP H
560 H H H H H 2,6DMB CD3
561 H H H H H 2,6DMB CH3
562 H H H H H 2,6DMB H
563 H H H H H CD3 2,6DIP
564 H H H H H CD3 2,6DMB
565 H H H H H CD3 CD3
566 H H H H H CD3 CH3
567 H H H H H CD3 H
568 H H H H H CD3 i-Pr
569 H H H H H CH3 2,6DIP
570 H H H H H CH3 2,6DMB
571 H H H H H CH3 CD3
572 H H H H H CH3 CH3
573 H H H H H CH3 H
574 H H H H H CH3 i-Pr
575 H H H H H H 2,6DIP
576 H H H H H H 2,6DMB
577 H H H H H H CD3
578 H H H H H H CH3
579 H H H H H H H
580 H H H H H H i-Pr
581 H H H H H i-Pr CD3
582 H H H H H i-Pr CH3
583 H H H H H i-Pr H
584 H H H H i-Pr CD3 H
585 H H H H i-Pr CH3 H
586 H H H H i-Pr H CD3
587 H H H H i-Pr H CH3
588 H H H H i-Pr H H
589 H H H i-Pr CD3 H H
590 H H H i-Pr CH3 H H
591 H H H i-Pr H CD3 H
592 H H H i-Pr H CH3 H
593 H H H i-Pr H H CD3
594 H H H i-Pr H H CH3
595 H H H i-Pr H H H
596 H H i-Pr CD3 H H H
597 H H i-Pr CH3 H H H
598 H H i-Pr H CD3 H H
599 H H i-Pr H CH3 H H
600 H H i-Pr H H CD3 H
601 H H i-Pr H H CH3 H
602 H H i-Pr H H H CD3
603 H H i-Pr H H H CH3
604 H H i-Pr H H H H
605 H i-Pr CD3 H H H H
606 H i-Pr CH3 H H H H
607 H i-Pr H CD3 H H H
608 H i-Pr H CH3 H H H
609 H i-Pr H H CD3 H H
610 H i-Pr H H CH3 H H
611 H i-Pr H H H CD3 H
612 H i-Pr H H H CH3 H
613 H i-Pr H H H H CD3
614 H i-Pr H H H H CH3
615 H i-Pr H H H H H
616 i-Pr CD3 H H H H H
617 i-Pr CH3 H H H H H
618 i-Pr H CD3 H H H H
619 i-Pr H CH3 H H H H
620 i-Pr H H CD3 H H H
621 i-Pr H H CH3 H H H
622 i-Pr H H H CD3 H H
623 i-Pr H H H CH3 H H
624 i-Pr H H H H CD3 H
625 i-Pr H H H H CH3 H
626 i-Pr H H H H H CD3
627 i-Pr H H H H H CH3
628 i-Pr H H H H H H

LA629 to LA938 based on the structure:
Figure US10476010-20191112-C00009
LA # R11 R12 R13 R14 R31 R33 R34
629 CD3 CD3 H H H H H
630 CD3 CH3 H H H H H
631 CD3 H 2,6DIP H H H H
632 CD3 H 2,6DMB H H H H
633 CD3 H CD3 H H H H
634 CD3 H CH3 H H H H
635 CD3 H H 2,6DIP H H H
636 CD3 H H 2,6DMB H H H
637 CD3 H H CD3 H H H
638 CD3 H H CH3 H H H
639 CD3 H H H 2,6DIP H H
640 CD3 H H H 2,6DMB H H
641 CD3 H H H CD3 H H
642 CD3 H H H CH3 H H
643 CD3 H H H H 2,6DIP H
644 CD3 H H H H 2,6DMB H
645 CD3 H H H H CD3 H
646 CD3 H H H H CH3 H
647 CD3 H H H H H 2,6DIP
648 CD3 H H H H H 2,6DMB
649 CD3 H H H H H CD3
650 CD3 H H H H H CH3
651 CD3 H H H H H H
652 CD3 H H H H H i-Pr
653 CD3 H H H H i-Pr H
654 CD3 H H H i-Pr H H
655 CD3 H H i-Pr H H H
656 CD3 H i-Pr H H H H
657 CD3 i-Pr H H H H H
658 CH3 CD3 H H H H H
659 CH3 CH3 H H H H H
660 CH3 H 2,6DIP H H H H
661 CH3 H 2,6DMB H H H H
662 CH3 H CD3 H H H H
663 CH3 H CH3 H H H H
664 CH3 H H 2,6DIP H H H
665 CH3 H H 2,6DMB H H H
666 CH3 H H CD3 H H H
667 CH3 H H CH3 H H H
668 CH3 H H H 2,6DIP H H
669 CH3 H H H 2,6DMB H H
670 CH3 H H H CD3 H H
671 CH3 H H H CH3 H H
672 CH3 H H H H 2,6DIP H
673 CH3 H H H H 2,6DMB H
674 CH3 H H H H CD3 H
675 CH3 H H H H CH3 H
676 CH3 H H H H H 2,6DIP
677 CH3 H H H H H 2,6DMB
678 CH3 H H H H H CD3
679 CH3 H H H H H CH3
680 CH3 H H H H H H
681 CH3 H H H H H i-Pr
682 CH3 H H H H i-Pr H
683 CH3 H H H i-Pr H H
684 CH3 H H i-Pr H H H
685 CH3 H i-Pr H H H H
686 CH3 i-Pr H H H H H
687 H 2,6DIP H CD3 H H H
688 H 2,6DIP H CH3 H H H
689 H 2,6DIP H H CD3 H H
690 H 2,6DIP H H CH3 H H
691 H 2,6DIP H H H CD3 H
692 H 2,6DIP H H H CH3 H
693 H 2,6DIP H H H H CD3
694 H 2,6DIP H H H H CH3
695 H 2,6DIP H H H H H
696 H 2,6DMB H CD3 H H H
697 H 2,6DMB H CH3 H H H
698 H 2,6DMB H H CD3 H H
699 H 2,6DMB H H CH3 H H
700 H 2,6DMB H H H CD3 H
701 H 2,6DMB H H H CH3 H
702 H 2,6DMB H H H H CD3
703 H 2,6DMB H H H H CH3
704 H 2,6DMB H H H H H
705 H CD3 CD3 H H H H
706 H CD3 CH3 H H H H
707 H CD3 H 2,6DIP H H H
708 H CD3 H 2,6DMB H H H
709 H CD3 H CD3 H H H
710 H CD3 H CH3 H H H
711 H CD3 H H 2,6DIP H H
712 H CD3 H H 2,6DMB H H
713 H CD3 H H CD3 H H
714 H CD3 H H CH3 H H
715 H CD3 H H H 2,6DIP H
716 H CD3 H H H 2,6DMB H
717 H CD3 H H H CD3 H
718 H CD3 H H H CH3 H
719 H CD3 H H H H 2,6DIP
720 H CD3 H H H H 2,6DMB
721 H CD3 H H H H CD3
722 H CD3 H H H H CH3
723 H CD3 H H H H H
724 H CD3 H H H H i-Pr
725 H CD3 H H H i-Pr H
726 H CD3 H H i-Pr H H
727 H CD3 H i-Pr H H H
728 H CD3 i-Pr H H H H
729 H CH3 CD3 H H H H
730 H CH3 CH3 H H H H
731 H CH3 H 2,6DIP H H H
732 H CH3 H 2,6DMB H H H
733 H CH3 H CD3 H H H
734 H CH3 H CH3 H H H
735 H CH3 H H 2,6DIP H H
736 H CH3 H H 2,6DMB H H
737 H CH3 H H CD3 H H
738 H CH3 H H CH3 H H
739 H CH3 H H H 2,6DIP H
740 H CH3 H H H 2,6DMB H
741 H CH3 H H H CD3 H
742 H CH3 H H H CH3 H
743 H CH3 H H H H 2,6DIP
744 H CH3 H H H H 2,6DMB
745 H CH3 H H H H CD3
746 H CH3 H H H H CH3
747 H CH3 H H H H H
748 H CH3 H H H H i-Pr
749 H CH3 H H H i-Pr H
750 H CH3 H H i-Pr H H
751 H CH3 H i-Pr H H H
752 H CH3 i-Pr H H H H
753 H H 2,6DIP H CD3 H H
754 H H 2,6DIP H CH3 H H
755 H H 2,6DIP H H CD3 H
756 H H 2,6DIP H H CH3 H
757 H H 2,6DIP H H H CD3
758 H H 2,6DIP H H H CH3
759 H H 2,6DIP H H H H
760 H H 2,6DMB H CD3 H H
761 H H 2,6DMB H CH3 H H
762 H H 2,6DMB H H CD3 H
763 H H 2,6DMB H H CH3 H
764 H H 2,6DMB H H H CD3
765 H H 2,6DMB H H H CH3
766 H H 2,6DMB H H H H
767 H H CD3 CD3 H H H
768 H H CD3 CH3 H H H
769 H H CD3 H 2,6DIP H H
770 H H CD3 H 2,6DMB H H
771 H H CD3 H CD3 H H
772 H H CD3 H CH3 H H
773 H H CD3 H H 2,6DIP H
774 H H CD3 H H 2,6DMB H
775 H H CD3 H H CD3 H
776 H H CD3 H H CH3 H
777 H H CD3 H H H 2,6DIP
778 H H CD3 H H H 2,6DMB
779 H H CD3 H H H CD3
780 H H CD3 H H H CH3
781 H H CD3 H H H H
782 H H CD3 H H H i-Pr
783 H H CD3 H H i-Pr H
784 H H CD3 H i-Pr H H
785 H H CD3 i-Pr H H H
786 H H CH3 CD3 H H H
787 H H CH3 CH3 H H H
788 H H CH3 H 2,6DIP H H
789 H H CH3 H 2,6DMB H H
790 H H CH3 H CD3 H H
791 H H CH3 H CH3 H H
792 H H CH3 H H 2,6DIP H
793 H H CH3 H H 2,6DMB H
794 H H CH3 H H CD3 H
795 H H CH3 H H CH3 H
796 H H CH3 H H H 2,6DIP
797 H H CH3 H H H 2,6DMB
798 H H CH3 H H H CD3
799 H H CH3 H H H CH3
800 H H CH3 H H H H
801 H H CH3 H H H i-Pr
802 H H CH3 H H i-Pr H
803 H H CH3 H i-Pr H H
804 H H CH3 i-Pr H H H
805 H H H 2,6DIP H CD3 H
806 H H H 2,6DIP H CH3 H
807 H H H 2,6DIP H H CD3
808 H H H 2,6DIP H H CH3
809 H H H 2,6DIP H H H
810 H H H 2,6DMB H CD3 H
811 H H H 2,6DMB H CH3 H
812 H H H 2,6DMB H H CD3
813 H H H 2,6DMB H H CH3
814 H H H 2,6DMB H H H
815 H H H CD3 CD3 H H
816 H H H CD3 CH3 H H
817 H H H CD3 H 2,6DIP H
818 H H H CD3 H 2,6DMB H
819 H H H CD3 H CD3 H
820 H H H CD3 H CH3 H
821 H H H CD3 H H 2,6DIP
822 H H H CD3 H H 2,6DMB
823 H H H CD3 H H CD3
824 H H H CD3 H H CH3
825 H H H CD3 H H H
826 H H H CD3 H H i-Pr
827 H H H CD3 H i-Pr H
828 H H H CD3 i-Pr H H
829 H H H CH3 CD3 H H
830 H H H CH3 CH3 H H
831 H H H CH3 H 2,6DIP H
832 H H H CH3 H 2,6DMB H
833 H H H CH3 H CD3 H
834 H H H CH3 H CH3 H
835 H H H CH3 H H 2,6DIP
836 H H H CH3 H H 2,6DMB
837 H H H CH3 H H CD3
838 H H H CH3 H H CH3
839 H H H CH3 H H H
840 H H H CH3 H H i-Pr
841 H H H CH3 H i-Pr H
842 H H H CH3 i-Pr H H
843 H H H H 2,6DIP CD3 H
844 H H H H 2,6DIP CH3 H
845 H H H H 2,6DIP H CD3
846 H H H H 2,6DIP H CH3
847 H H H H 2,6DIP H H
848 H H H H 2,6DMB CD3 H
849 H H H H 2,6DMB CH3 H
850 H H H H 2,6DMB H CD3
851 H H H H 2,6DMB H CH3
852 H H H H 2,6DMB H H
853 H H H H CD3 2,6DIP H
854 H H H H CD3 2,6DMB H
855 H H H H CD3 CD3 H
856 H H H H CD3 CH3 H
857 H H H H CD3 H 2,6DIP
858 H H H H CD3 H 2,6DMB
859 H H H H CD3 H CD3
860 H H H H CD3 H CH3
861 H H H H CD3 H H
862 H H H H CD3 H i-Pr
863 H H H H CD3 i-Pr H
864 H H H H CH3 2,6DIP H
865 H H H H CH3 2,6DMB H
866 H H H H CH3 CD3 H
867 H H H H CH3 CH3 H
868 H H H H CH3 H 2,6DIP
869 H H H H CH3 H 2,6DMB
870 H H H H CH3 H CD3
871 H H H H CH3 H CH3
872 H H H H CH3 H H
873 H H H H CH3 H i-Pr
874 H H H H CH3 i-Pr H
875 H H H H H 2,6DIP H
876 H H H H H 2,6DMB H
877 H H H H H CD3 CD3
878 H H H H H CD3 CH3
879 H H H H H CD3 H
880 H H H H H CD3 i-Pr
881 H H H H H CH3 CD3
882 H H H H H CH3 CH3
883 H H H H H CH3 H
884 H H H H H CH3 i-Pr
885 H H H H H H 2,6DIP
886 H H H H H H 2,6DMB
887 H H H H H H CD3
888 H H H H H H CH3
889 H H H H H H H
890 H H H H H H i-Pr
891 H H H H H i-Pr CD3
892 H H H H H i-Pr CH3
893 H H H H H i-Pr H
894 H H H H i-Pr CD3 H
895 H H H H i-Pr CH3 H
896 H H H H i-Pr H CD3
897 H H H H i-Pr H CH3
898 H H H H i-Pr H H
899 H H H i-Pr CD3 H H
900 H H H i-Pr CH3 H H
901 H H H i-Pr H CD3 H
902 H H H i-Pr H CH3 H
903 H H H i-Pr H H CD3
904 H H H i-Pr H H CH3
905 H H H i-Pr H H H
906 H H i-Pr CD3 H H H
907 H H i-Pr CH3 H H H
908 H H i-Pr H CD3 H H
909 H H i-Pr H CH3 H H
910 H H i-Pr H H CD3 H
911 H H i-Pr H H CH3 H
912 H H i-Pr H H H CD3
913 H H i-Pr H H H CH3
914 H H i-Pr H H H H
915 H i-Pr CD3 H H H H
916 H i-Pr CH3 H H H H
917 H i-Pr H CD3 H H H
918 H i-Pr H CH3 H H H
919 H i-Pr H H CD3 H H
920 H i-Pr H H CH3 H H
921 H i-Pr H H H CD3 H
922 H i-Pr H H H CH3 H
923 H i-Pr H H H H CD3
924 H i-Pr H H H H CH3
925 H i-Pr H H H H H
926 i-Pr CD3 H H H H H
927 i-Pr CH3 H H H H H
928 i-Pr H CD3 H H H H
929 i-Pr H CH3 H H H H
930 i-Pr H H CD3 H H H
931 i-Pr H H CH3 H H H
932 i-Pr H H H CD3 H H
933 i-Pr H H H CH3 H H
934 i-Pr H H H H CD3 H
935 i-Pr H H H H CH3 H
936 i-Pr H H H H H CD3
937 i-Pr H H H H H CH3
938 i-Pr H H H H H H

LA939 to LA1248 based on the structure:
Figure US10476010-20191112-C00010
LA # R11 R12 R13 R14 R32 R33 R34
939 CD3 CD3 H H H H H
940 CD3 CH3 H H H H H
941 CD3 H 2,6DIP H H H H
942 CD3 H 2,6DMB H H H H
943 CD3 H CD3 H H H H
944 CD3 H CH3 H H H H
945 CD3 H H 2,6DIP H H H
946 CD3 H H 2,6DMB H H H
947 CD3 H H CD3 H H H
948 CD3 H H CH3 H H H
949 CD3 H H H 2,6DIP H H
950 CD3 H H H 2,6DMB H H
951 CD3 H H H CD3 H H
952 CD3 H H H CH3 H H
953 CD3 H H H H 2,6DIP H
954 CD3 H H H H 2,6DMB H
955 CD3 H H H H CD3 H
956 CD3 H H H H CH3 H
957 CD3 H H H H H 2,6DIP
958 CD3 H H H H H 2,6DMB
959 CD3 H H H H H CD3
960 CD3 H H H H H CH3
961 CD3 H H H H H H
962 CD3 H H H H H i-Pr
963 CD3 H H H H i-Pr H
964 CD3 H H H i-Pr H H
965 CD3 H H i-Pr H H H
966 CD3 H i-Pr H H H H
967 CD3 i-Pr H H H H H
968 CH3 CD3 H H H H H
969 CH3 CH3 H H H H H
970 CH3 H 2,6DIP H H H H
971 CH3 H 2,6DMB H H H H
972 CH3 H CD3 H H H H
973 CH3 H CH3 H H H H
974 CH3 H H 2,6DIP H H H
975 CH3 H H 2,6DMB H H H
976 CH3 H H CD3 H H H
977 CH3 H H CH3 H H H
978 CH3 H H H 2,6DIP H H
979 CH3 H H H 2,6DMB H H
980 CH3 H H H CD3 H H
981 CH3 H H H CH3 H H
982 CH3 H H H H 2,6DIP H
983 CH3 H H H H 2,6DMB H
984 CH3 H H H H CD3 H
985 CH3 H H H H CH3 H
986 CH3 H H H H H 2,6DIP
987 CH3 H H H H H 2,6DMB
988 CH3 H H H H H CD3
989 CH3 H H H H H CH3
990 CH3 H H H H H H
991 CH3 H H H H H i-Pr
992 CH3 H H H H i-Pr H
993 CH3 H H H i-Pr H H
994 CH3 H H i-Pr H H H
995 CH3 H i-Pr H H H H
996 CH3 i-Pr H H H H H
997 H 2,6DIP H CD3 H H H
998 H 2,6DIP H CH3 H H H
999 H 2,6DIP H H CD3 H H
1000 H 2,6DIP H H CH3 H H
1001 H 2,6DIP H H H CD3 H
1002 H 2,6DIP H H H CH3 H
1003 H 2,6DIP H H H H CD3
1004 H 2,6DIP H H H H CH3
1005 H 2,6DIP H H H H H
1006 H 2,6DMB H CD3 H H H
1007 H 2,6DMB H CH3 H H H
1008 H 2,6DMB H H CD3 H H
1009 H 2,6DMB H H CH3 H H
1010 H 2,6DMB H H H CD3 H
1011 H 2,6DMB H H H CH3 H
1012 H 2,6DMB H H H H CD3
1013 H 2,6DMB H H H H CH3
1014 H 2,6DMB H H H H H
1015 H CD3 CD3 H H H H
1016 H CD3 CH3 H H H H
1017 H CD3 H 2,6DIP H H H
1018 H CD3 H 2,6DMB H H H
1019 H CD3 H CD3 H H H
1020 H CD3 H CH3 H H H
1021 H CD3 H H 2,6DIP H H
1022 H CD3 H H 2,6DMB H H
1023 H CD3 H H CD3 H H
1024 H CD3 H H CH3 H H
1025 H CD3 H H H 2,6DIP H
1026 H CD3 H H H 2,6DMB H
1027 H CD3 H H H CD3 H
1028 H CD3 H H H CH3 H
1029 H CD3 H H H H 2,6DIP
1030 H CD3 H H H H 2,6DMB
1031 H CD3 H H H H CD3
1032 H CD3 H H H H CH3
1033 H CD3 H H H H H
1034 H CD3 H H H H i-Pr
1035 H CD3 H H H i-Pr H
1036 H CD3 H H i-Pr H H
1037 H CD3 H i-Pr H H H
1038 H CD3 i-Pr H H H H
1039 H CH3 CD3 H H H H
1040 H CH3 CH3 H H H H
1041 H CH3 H 2,6DIP H H H
1042 H CH3 H 2,6DMB H H H
1043 H CH3 H CD3 H H H
1044 H CH3 H CH3 H H H
1045 H CH3 H H 2,6DIP H H
1046 H CH3 H H 2,6DMB H H
1047 H CH3 H H CD3 H H
1048 H CH3 H H CH3 H H
1049 H CH3 H H H 2,6DIP H
1050 H CH3 H H H 2,6DMB H
1051 H CH3 H H H CD3 H
1052 H CH3 H H H CH3 H
1053 H CH3 H H H H 2,6DIP
1054 H CH3 H H H H 2,6DMB
1055 H CH3 H H H H CD3
1056 H CH3 H H H H CH3
1057 H CH3 H H H H H
1058 H CH3 H H H H i-Pr
1059 H CH3 H H H i-Pr H
1060 H CH3 H H i-Pr H H
1061 H CH3 H i-Pr H H H
1062 H CH3 i-Pr H H H H
1063 H H 2,6DIP H CD3 H H
1064 H H 2,6DIP H CH3 H H
1065 H H 2,6DIP H H CD3 H
1066 H H 2,6DIP H H CH3 H
1067 H H 2,6DIP H H H CD3
1068 H H 2,6DIP H H H CH3
1069 H H 2,6DIP H H H H
1070 H H 2,6DMB H CD3 H H
1071 H H 2,6DMB H CH3 H H
1072 H H 2,6DMB H H CD3 H
1073 H H 2,6DMB H H CH3 H
1074 H H 2,6DMB H H H CD3
1075 H H 2,6DMB H H H CH3
1076 H H 2,6DMB H H H H
1077 H H CD3 CD3 H H H
1078 H H CD3 CH3 H H H
1079 H H CD3 H 2,6DIP H H
1080 H H CD3 H 2,6DMB H H
1081 H H CD3 H CD3 H H
1082 H H CD3 H CH3 H H
1083 H H CD3 H H 2,6DIP H
1084 H H CD3 H H 2,6DMB H
1085 H H CD3 H H CD3 H
1086 H H CD3 H H CH3 H
1087 H H CD3 H H H 2,6DIP
1088 H H CD3 H H H 2,6DMB
1089 H H CD3 H H H CD3
1090 H H CD3 H H H CH3
1091 H H CD3 H H H H
1092 H H CD3 H H H i-Pr
1093 H H CD3 H H i-Pr H
1094 H H CD3 H i-Pr H H
1095 H H CD3 i-Pr H H H
1096 H H CH3 CD3 H H H
1097 H H CH3 CH3 H H H
1098 H H CH3 H 2,6DIP H H
1099 H H CH3 H 2,6DMB H H
1100 H H CH3 H CD3 H H
1101 H H CH3 H CH3 H H
1102 H H CH3 H H 2,6DIP H
1103 H H CH3 H H 2,6DMB H
1104 H H CH3 H H CD3 H
1105 H H CH3 H H CH3 H
1106 H H CH3 H H H 2,6DIP
1107 H H CH3 H H H 2,6DMB
1108 H H CH3 H H H CD3
1109 H H CH3 H H H CH3
1110 H H CH3 H H H H
1111 H H CH3 H H H i-Pr
1112 H H CH3 H H i-Pr H
1113 H H CH3 H i-Pr H H
1114 H H CH3 i-Pr H H H
1115 H H H 2,6DIP CD3 H H
1116 H H H 2,6DIP CH3 H H
1117 H H H 2,6DIP H CD3 H
1118 H H H 2,6DIP H CH3 H
1119 H H H 2,6DIP H H CD3
1120 H H H 2,6DIP H H CH3
1121 H H H 2,6DIP H H H
1122 H H H 2,6DMB CD3 H H
1123 H H H 2,6DMB CH3 H H
1124 H H H 2,6DMB H CD3 H
1125 H H H 2,6DMB H CH3 H
1126 H H H 2,6DMB H H CD3
1127 H H H 2,6DMB H H CH3
1128 H H H 2,6DMB H H H
1129 H H H CD3 2,6DIP H H
1130 H H H CD3 2,6DMB H H
1131 H H H CD3 CD3 H H
1132 H H H CD3 CH3 H H
1133 H H H CD3 H 2,6DIP H
1134 H H H CD3 H 2,6DMB H
1135 H H H CD3 H CD3 H
1136 H H H CD3 H CH3 H
1137 H H H CD3 H H 2,6DIP
1138 H H H CD3 H H 2,6DMB
1139 H H H CD3 H H CD3
1140 H H H CD3 H H CH3
1141 H H H CD3 H H H
1142 H H H CD3 H H i-Pr
1143 H H H CD3 H i-Pr H
1144 H H H CD3 i-Pr H H
1145 H H H CH3 2,6DIP H H
1146 H H H CH3 2,6DMB H H
1147 H H H CH3 CD3 H H
1148 H H H CH3 CH3 H H
1149 H H H CH3 H 2,6DIP H
1150 H H H CH3 H 2,6DMB H
1151 H H H CH3 H CD3 H
1152 H H H CH3 H CH3 H
1153 H H H CH3 H H 2,6DIP
1154 H H H CH3 H H 2,6DMB
1155 H H H CH3 H H CD3
1156 H H H CH3 H H CH3
1157 H H H CH3 H H H
1158 H H H CH3 H H i-Pr
1159 H H H CH3 H i-Pr H
1160 H H H CH3 i-Pr H H
1161 H H H H 2,6DIP H CD3
1162 H H H H 2,6DIP H CH3
1163 H H H H 2,6DIP H H
1164 H H H H 2,6DMB H CD3
1165 H H H H 2,6DMB H CH3
1166 H H H H 2,6DMB H H
1167 H H H H CD3 CD3 H
1168 H H H H CD3 CH3 H
1169 H H H H CD3 H 2,6DIP
1170 H H H H CD3 H 2,6DMB
1171 H H H H CD3 H CD3
1172 H H H H CD3 H CH3
1173 H H H H CD3 H H
1174 H H H H CD3 H i-Pr
1175 H H H H CD3 i-Pr H
1176 H H H H CH3 CD3 H
1177 H H H H CH3 CH3 H
1178 H H H H CH3 H 2,6DIP
1179 H H H H CH3 H 2,6DMB
1180 H H H H CH3 H CD3
1181 H H H H CH3 H CH3
1182 H H H H CH3 H H
1183 H H H H CH3 H i-Pr
1184 H H H H CH3 i-Pr H
1185 H H H H H 2,6DIP H
1186 H H H H H 2,6DMB H
1187 H H H H H CD3 CD3
1188 H H H H H CD3 CH3
1189 H H H H H CD3 H
1190 H H H H H CD3 i-Pr
1191 H H H H H CH3 CD3
1192 H H H H H CH3 CH3
1193 H H H H H CH3 H
1194 H H H H H CH3 i-Pr
1195 H H H H H H 2,6DIP
1196 H H H H H H 2,6DMB
1197 H H H H H H CD3
1198 H H H H H H CH3
1199 H H H H H H H
1200 H H H H H H i-Pr
1201 H H H H H i-Pr CD3
1202 H H H H H i-Pr CH3
1203 H H H H H i-Pr H
1204 H H H H i-Pr CD3 H
1205 H H H H i-Pr CH3 H
1206 H H H H i-Pr H CD3
1207 H H H H i-Pr H CH3
1208 H H H H i-Pr H H
1209 H H H i-Pr CD3 H H
1210 H H H i-Pr CH3 H H
1211 H H H i-Pr H CD3 H
1212 H H H i-Pr H CH3 H
1213 H H H i-Pr H H CD3
1214 H H H i-Pr H H CH3
1215 H H H i-Pr H H H
1216 H H i-Pr CD3 H H H
1217 H H i-Pr CH3 H H H
1218 H H i-Pr H CD3 H H
1219 H H i-Pr H CH3 H H
1220 H H i-Pr H H CD3 H
1221 H H i-Pr H H CH3 H
1222 H H i-Pr H H H CD3
1223 H H i-Pr H H H CH3
1224 H H i-Pr H H H H
1225 H i-Pr CD3 H H H H
1226 H i-Pr CH3 H H H H
1227 H i-Pr H CD3 H H H
1228 H i-Pr H CH3 H H H
1229 H i-Pr H H CD3 H H
1230 H i-Pr H H CH3 H H
1231 H i-Pr H H H CD3 H
1232 H i-Pr H H H CH3 H
1233 H i-Pr H H H H CD3
1234 H i-Pr H H H H CH3
1235 H i-Pr H H H H H
1236 i-Pr CD3 H H H H H
1237 i-Pr CH3 H H H H H
1238 i-Pr H CD3 H H H H
1239 i-Pr H CH3 H H H H
1240 i-Pr H H CD3 H H H
1241 i-Pr H H CH3 H H H
1242 i-Pr H H H CD3 H H
1243 i-Pr H H H CH3 H H
1244 i-Pr H H H H CD3 H
1245 i-Pr H H H H CH3 H
1246 i-Pr H H H H H CD3
1247 i-Pr H H H H H CH3
1248 i-Pr H H H H H H

LA1249 to LA1720 based on structure:
Figure US10476010-20191112-C00011
LA # R11 R12 R2 R31 R32 R33
1249 CD3 CD3 2,6DIP H H H
1250 CD3 H 2,6DIPB H H H
1251 CD3 CD3 2,6DMB H H H
1252 CD3 CD3 CD3 H H H
1253 CD3 CD3 CH3 H H H
1254 CD3 CD3 H H H H
1255 CD3 CD3 ph H H H
1256 CD3 CH3 2,6DIP H H H
1257 CD3 CH3 2,6DIPB H H H
1258 CD3 CH3 2,6DMB H H H
1259 CD3 CH3 CD3 H H H
1260 CD3 CH3 CH3 H H H
1261 CD3 CH3 H H H H
1262 CD3 CH3 ph H H H
1263 CD3 H 2,6DIP CD3 H H
1264 CD3 H 2,6DIP CH3 H H
1265 CD3 H 2,6DIP H CD3 H
1266 CD3 H 2,6DIP H CH3 H
1267 CD3 H 2,6DIP H H CD3
1268 CD3 H 2,6DIP H H CH3
1269 CD3 H 2,6DIP H H H
1270 CD3 H 2,6DIPB CD3 H H
1271 CD3 H 2,6DIPB CH3 H H
1272 CD3 H 2,6DIPB H CD3 H
1273 CD3 H 2,6DIPB H CH3 H
1274 CD3 H 2,6DIPB H H CD3
1275 CD3 H 2,6DIPB H H CH3
1276 CD3 H 2,6DIPB H H H
1277 CD3 H 2,6DMB CD3 H H
1278 CD3 H 2,6DMB CH3 H H
1279 CD3 H 2,6DMB H CD3 H
1280 CD3 H 2,6DMB H CH3 H
1281 CD3 H 2,6DMB H H CD3
1282 CD3 H 2,6DMB H H CH3
1283 CD3 H 2,6DMB H H H
1284 CD3 H CD3 CD3 H H
1285 CD3 H CD3 CH3 H H
1286 CD3 H CD3 H CD3 H
1287 CD3 H CD3 H CH3 H
1288 CD3 H CD3 H H CD3
1289 CD3 H CD3 H H CH3
1290 CD3 H CD3 H H H
1291 CD3 H CH3 CD3 H H
1292 CD3 H CH3 CH3 H H
1293 CD3 H CH3 H CD3 H
1294 CD3 H CH3 H CH3 H
1295 CD3 H CH3 H H CD3
1296 CD3 H CH3 H H CH3
1297 CD3 H CH3 H H H
1298 CD3 H H 2,6DIP H H
1299 CD3 H H 2,6DMB H H
1300 CD3 H H CD3 H H
1301 CD3 H H CH3 H H
1302 CD3 H H H 2,6DIP H
1303 CD3 H H H 2,6DMB H
1304 CD3 H H H CD3 H
1305 CD3 H H H CH3 H
1306 CD3 H H H H 2,6DIP
1307 CD3 H H H H 2,6DMB
1308 CD3 H H H H CD3
1309 CD3 H H H H CH3
1310 CD3 H H H H H
1311 CD3 H H H H iPr
1312 CD3 H H H iPr H
1313 CD3 H H iPr H H
1314 CD3 H ph CD3 H H
1315 CD3 H ph CH3 H H
1316 CD3 H ph H CD3 H
1317 CD3 H ph H CH3 H
1318 CD3 H ph H H CD3
1319 CD3 H ph H H CH3
1320 CD3 H ph H H H
1321 CD3 iPr H H H H
1322 CH3 CD3 2,6DIP H H H
1323 CH3 CD3 2,6DIPB H H H
1324 CH3 CD3 2,6DMB H H H
1325 CH3 CD3 CD3 H H H
1326 CH3 CD3 CH3 H H H
1327 CH3 CD3 H H H H
1328 CH3 CD3 ph H H H
1329 CH3 CH3 2,6DIP H H H
1330 CH3 CH3 2,6DIPB H H H
1331 CH3 CH3 2,6DMB H H H
1332 CH3 CH3 CD3 H H H
1333 CH3 CH3 CH3 H H H
1334 CH3 CH3 H H H H
1335 CH3 CH3 ph H H H
1336 CH3 H 2,6DIP CD3 H H
1337 CH3 H 2,6DIP CH3 H H
1338 CH3 H 2,6DIP H CD3 H
1339 CH3 H 2,6DIP H CH3 H
1340 CH3 H 2,6DIP H H CD3
1341 CH3 H 2,6DIP H H CH3
1342 CH3 H 2,6DIP H H H
1343 CH3 H 2,6DIPB CD3 H H
1344 CH3 H 2,6DIPB CH3 H H
1345 CH3 H 2,6DIPB H CD3 H
1346 CH3 H 2,6DIPB H CH3 H
1347 CH3 H 2,6DIPB H H CD3
1348 CH3 H 2,6DIPB H H CH3
1349 CH3 H 2,6DIPB H H H
1350 CH3 H 2,6DMB CD3 H H
1351 CH3 H 2,6DMB CH3 H H
1352 CH3 H 2,6DMB H CD3 H
1353 CH3 H 2,6DMB H CH3 H
1354 CH3 H 2,6DMB H H CD3
1355 CH3 H 2,6DMB H H CH3
1356 CH3 H 2,6DMB H H H
1357 CH3 H CD3 CD3 H H
1358 CH3 H CD3 CH3 H H
1359 CH3 H CD3 H CD3 H
1360 CH3 H CD3 H CH3 H
1361 CH3 H CD3 H H CD3
1362 CH3 H CD3 H H CH3
1363 CH3 H CD3 H H H
1364 CH3 H CH3 CD3 H H
1365 CH3 H CH3 CH3 H H
1366 CH3 H CH3 H CD3 H
1367 CH3 H CH3 H CH3 H
1368 CH3 H CH3 H H CD3
1369 CH3 H CH3 H H CH3
1370 CH3 H CH3 H H H
1371 CH3 H H 2,6DIP H H
1372 CH3 H H 2,6DMB H H
1373 CH3 H H CD3 H H
1374 CH3 H H CH3 H H
1375 CH3 H H H 2,6DIP H
1376 CH3 H H H 2,6DMB H
1377 CH3 H H H CD3 H
1378 CH3 H H H CH3 H
1379 CH3 H H H H 2,6DIP
1380 CH3 H H H H 2,6DMB
1381 CH3 H H H H CD3
1382 CH3 H H H H CH3
1383 CH3 H H H H H
1384 CH3 H H H H iPr
1385 CH3 H H H iPr H
1386 CH3 H H iPr H H
1387 CH3 H ph CD3 H H
1388 CH3 H ph CH3 H H
1389 CH3 H ph H CD3 H
1390 CH3 H ph H CH3 H
1391 CH3 H ph H H CD3
1392 CH3 H ph H H CH3
1393 CH3 H ph H H H
1394 CH3 iPr H H H H
1395 H 2,6DIP H CD3 H H
1396 H 2,6DIP H CH3 H H
1397 H 2,6DIP H H CD3 H
1398 H 2,6DIP H H CH3 H
1399 H 2,6DIP H H H CD3
1400 H 2,6DIP H H H CH3
1401 H 2,6DIP H H H H
1402 H 2,6DMB H CD3 H H
1403 H 2,6DMB H CH3 H H
1404 H 2,6DMB H H CD3 H
1405 H 2,6DMB H H CH3 H
1406 H 2,6DMB H H H CD3
1407 H 2,6DMB H H H CH3
1408 H 2,6DMB H H H H
1409 H CD3 2,6DIP CD3 H H
1410 H CD3 2,6DIP CH3 H H
1411 H CD3 2,6DIP H CD3 H
1412 H CD3 2,6DIP H CH3 H
1413 H CD3 2,6DIP H H CD3
1414 H CD3 2,6DIP H H CH3
1415 H CD3 2,6DIP H H H
1416 H CD3 2,6DIPB CD3 H H
1417 H CD3 2,6DIPB CH3 H H
1418 H CD3 2,6DIPB H CD3 H
1419 H CD3 2,6DIPB H CH3 H
1420 H CD3 2,6DIPB H H CD3
1421 H CD3 2,6DIPB H H CH3
1422 H CD3 2,6DIPB H H H
1423 H CD3 2,6DMB CD3 H H
1424 H CD3 2,6DMB CH3 H H
1425 H CD3 2,6DMB H CD3 H
1426 H CD3 2,6DMB H CH3 H
1427 H CD3 2,6DMB H H CD3
1428 H CD3 2,6DMB H H CH3
1429 H CD3 2,6DMB H H H
1430 H CD3 CD3 CD3 H H
1431 H CD3 CD3 CH3 H H
1432 H CD3 CD3 H CD3 H
1433 H CD3 CD3 H CH3 H
1434 H CD3 CD3 H H CD3
1435 H CD3 CD3 H H CH3
1436 H CD3 CD3 H H H
1437 H CD3 CH3 CD3 H H
1438 H CD3 CH3 CH3 H H
1439 H CD3 CH3 H CD3 H
1440 H CD3 CH3 H CH3 H
1441 H CD3 CH3 H H CD3
1442 H CD3 CH3 H H CH3
1443 H CD3 CH3 H H H
1444 H CD3 H 2,6DIP H H
1445 H CD3 H 2,6DMB H H
1446 H CD3 H CD3 H H
1447 H CD3 H CH3 H H
1448 H CD3 H H 2,6DIP H
1449 H CD3 H H 2,6DMB H
1450 H CD3 H H CD3 H
1451 H CD3 H H CH3 H
1452 H CD3 H H H 2,6DIP
1453 H CD3 H H H 2,6DMB
1454 H CD3 H H H CD3
1455 H CD3 H H H CH3
1456 H CD3 H H H H
1457 H CD3 H H H iPr
1458 H CD3 H H iPr H
1459 H CD3 H iPr H H
1460 H CD3 ph CD3 H H
1461 H CD3 ph CH3 H H
1462 H CD3 ph H CD3 H
1463 H CD3 ph H CH3 H
1464 H CD3 ph H H CD3
1465 H CD3 ph H H CH3
1466 H CD3 ph H H H
1467 H CH3 2,6DIP CD3 H H
1468 H CH3 2,6DIP CH3 H H
1469 H CH3 2,6DIP H CD3 H
1470 H CH3 2,6DIP H CH3 H
1471 H CH3 2,6DIP H H CD3
1472 H CH3 2,6DIP H H CH3
1473 H CH3 2,6DIP H H H
1474 H CH3 2,6DIPB CD3 H H
1475 H CH3 2,6DIPB CH3 H H
1476 H CH3 2,6DIPB H CD3 H
1477 H CH3 2,6DIPB H CH3 H
1478 H CH3 2,6DIPB H H CD3
1479 H CH3 2,6DIPB H H CH3
1480 H CH3 2,6DIPB H H H
1481 H CH3 2,6DMB CD3 H H
1482 H CH3 2,6DMB CH3 H H
1483 H CH3 2,6DMB H CD3 H
1484 H CH3 2,6DMB H CH3 H
1485 H CH3 2,6DMB H H CD3
1486 H CH3 2,6DMB H H CH3
1487 H CH3 2,6DMB H H H
1488 H CH3 CD3 CD3 H H
1489 H CH3 CD3 CH3 H H
1490 H CH3 CD3 H CD3 H
1491 H CH3 CD3 H CH3 H
1492 H CH3 CD3 H H CD3
1493 H CH3 CD3 H H CH3
1494 H CH3 CD3 H H H
1495 H CH3 CH3 CD3 H H
1496 H CH3 CH3 CH3 H H
1497 H CH3 CH3 H CD3 H
1498 H CH3 CH3 H CH3 H
1499 H CH3 CH3 H H CD3
1500 H CH3 CH3 H H CH3
1501 H CH3 CH3 H H H
1502 H CH3 H 2,6DIP H H
1503 H CH3 H 2,6DMB H H
1504 H CH3 H CD3 H H
1505 H CH3 H CH3 H H
1506 H CH3 H H 2,6DIP H
1507 H CH3 H H 2,6DMB H
1508 H CH3 H H CD3 H
1509 H CH3 H H CH3 H
1510 H CH3 H H H 2,6DIP
1511 H CH3 H H H 2,6DMB
1512 H CH3 H H H CD3
1513 H CH3 H H H CH3
1514 H CH3 H H H H
1515 H CH3 H H H iPr
1516 H CH3 H H iPr H
1517 H CH3 H iPr H H
1518 H CH3 ph CD3 H H
1519 H CH3 ph CH3 H H
1520 H CH3 ph H CD3 H
1521 H CH3 ph H CH3 H
1522 H CH3 ph H H CD3
1523 H CH3 ph H H CH3
1524 H CH3 ph H H H
1525 H H 2,6DIP CD3 CD3 H
1526 H H 2,6DIP CD3 CH3 H
1527 H H 2,6DIP CD3 H CD3
1528 H H 2,6DIP CD3 H CH3
1529 H H 2,6DIP CD3 H H
1530 H H 2,6DIP CH3 CD3 H
1531 H H 2,6DIP CH3 CH3 H
1532 H H 2,6DIP CH3 H CD3
1533 H H 2,6DIP CH3 H CH3
1534 H H 2,6DIP CH3 H H
1535 H H 2,6DIP H CD3 CD3
1536 H H 2,6DIP H CD3 CH3
1537 H H 2,6DIP H CD3 H
1538 H H 2,6DIP H CH3 CD3
1539 H H 2,6DIP H CH3 CH3
1540 H H 2,6DIP H CH3 H
1541 H H 2,6DIP H H CD3
1542 H H 2,6DIP H H CH3
1543 H H 2,6DIP H H H
1544 H H 2,6DIPB CD3 CD3 H
1545 H H 2,6DIPB CD3 CH3 H
1546 H H 2,6DIPB CD3 H CD3
1547 H H 2,6DIPB CD3 H CH3
1548 H H 2,6DIPB CD3 H H
1549 H H 2,6DIPB CH3 CD3 H
1550 H H 2,6DIPB CH3 CH3 H
1551 H H 2,6DIPB CH3 H CD3
1552 H H 2,6DIPB CH3 H CH3
1553 H H 2,6DIPB CH3 H H
1554 H H 2,6DIPB H CD3 CD3
1555 H H 2,6DIPB H CD3 CH3
1556 H H 2,6DIPB H CD3 H
1557 H H 2,6DIPB H CH3 CD3
1558 H H 2,6DIPB H CH3 CH3
1559 H H 2,6DIPB H CH3 H
1560 H H 2,6DIPB H H CD3
1561 H H 2,6DIPB H H CH3
1562 H H 2,6DIPB H H H
1563 H H 2,6DMB CD3 CD3 H
1564 H H 2,6DMB CD3 CH3 H
1565 H H 2,6DMB CD3 H CD3
1566 H H 2,6DMB CD3 H CH3
1567 H H 2,6DMB CD3 H H
1568 H H 2,6DMB CH3 CD3 H
1569 H H 2,6DMB CH3 CH3 H
1570 H H 2,6DMB CH3 H CD3
1571 H H 2,6DMB CH3 H CH3
1572 H H 2,6DMB CH3 H H
1573 H H 2,6DMB H CD3 CD3
1574 H H 2,6DMB H CD3 CH3
1575 H H 2,6DMB H CD3 H
1576 H H 2,6DMB H CH3 CD3
1577 H H 2,6DMB H CH3 CH3
1578 H H 2,6DMB H CH3 H
1579 H H 2,6DMB H H CD3
1580 H H 2,6DMB H H CH3
1581 H H 2,6DMB H H H
1582 H H CD3 CD3 CD3 H
1583 H H CD3 CD3 CH3 H
1584 H H CD3 CD3 H CD3
1585 H H CD3 CD3 H CH3
1586 H H CD3 CD3 H H
1587 H H CD3 CH3 CD3 H
1588 H H CD3 CH3 CH3 H
1589 H H CD3 CH3 H CD3
1590 H H CD3 CH3 H CH3
1591 H H CD3 CH3 H H
1592 H H CD3 H 2,6DIP H
1593 H H CD3 H 2,6DMB H
1594 H H CD3 H CD3 CD3
1595 H H CD3 H CD3 CH3
1596 H H CD3 H CD3 H
1597 H H CD3 H CH3 CD3
1598 H H CD3 H CH3 CH3
1599 H H CD3 H CH3 H
1600 H H CD3 H H 2,6DIP
1601 H H CD3 H H 2,6DMB
1602 H H CD3 H H CD3
1603 H H CD3 H H CH3
1604 H H CD3 H H H
1605 H H CD3 H H iPr
1606 H H CD3 H iPr H
1607 H H CD3 iPr H H
1608 H H CH3 CD3 CD3 H
1609 H H CH3 CD3 CH3 H
1610 H H CH3 CD3 H CD3
1611 H H CH3 CD3 H CH3
1612 H H CH3 CD3 H H
1613 H H CH3 CH3 CD3 H
1614 H H CH3 CH3 CH3 H
1615 H H CH3 CH3 H CD3
1616 H H CH3 CH3 H CH3
1617 H H CH3 CH3 H H
1618 H H CH3 H 2,6DIP H
1619 H H CH3 H 2,6DMB H
1620 H H CH3 H CD3 CD3
1621 H H CH3 H CD3 CH3
1622 H H CH3 H CD3 H
1623 H H CH3 H CH3 CD3
1624 H H CH3 H CH3 CH3
1625 H H CH3 H CH3 H
1626 H H CH3 H H 2,6DIP
1627 H H CH3 H H 2,6DMB
1628 H H CH3 H H CD3
1629 H H CH3 H H CH3
1630 H H CH3 H H H
1631 H H CH3 H H iPr
1632 H H CH3 H iPr H
1633 H H CH3 iPr H H
1634 H H H 2,6DIP H CD3
1635 H H H 2,6DIP H CH3
1636 H H H 2,6DIP H H
1637 H H H 2,6DMB H CD3
1638 H H H 2,6DMB H CH3
1639 H H H 2,6DMB H H
1640 H H H CD3 CD3 H
1641 H H H CD3 CH3 H
1642 H H H CD3 H 2,6DIP
1643 H H H CD3 H 2,6DMB
1644 H H H CD3 H CD3
1645 H H H CD3 H CH3
1646 H H H CD3 H H
1647 H H H CD3 H iPr
1648 H H H CD3 iPr H
1649 H H H CH3 CD3 H
1650 H H H CH3 CH3 H
1651 H H H CH3 H 2,6DIP
1652 H H H CH3 H 2,6DMB
1653 H H H CH3 H CD3
1654 H H H CH3 H CH3
1655 H H H CH3 H H
1656 H H H CH3 H iPr
1657 H H H CH3 iPr H
1658 H H H H 2,6DIP H
1659 H H H H 2,6DMB H
1660 H H H H CD3 CD3
1661 H H H H CD3 CH3
1662 H H H H CD3 H
1663 H H H H CD3 iPr
1664 H H H H CH3 CD3
1665 H H H H CH3 CH3
1666 H H H H CH3 H
1667 H H H H CH3 iPr
1668 H H H H H 2,6DIP
1669 H H H H H 2,6DMB
1670 H H H H H CD3
1671 H H H H H CH3
1672 H H H H H H
1673 H H H H H iPr
1674 H H H H iPr CD3
1675 H H H H iPr CH3
1676 H H H H iPr H
1677 H H H iPr CD3 H
1678 H H H iPr CH3 H
1679 H H H iPr H CD3
1680 H H H iPr H CH3
1681 H H H iPr H H
1682 H H ph CD3 CD3 H
1683 H H ph CD3 CH3 H
1684 H H ph CD3 H CD3
1685 H H ph CD3 H CH3
1686 H H ph CD3 H H
1687 H H ph CH3 CD3 H
1688 H H ph CH3 CH3 H
1689 H H ph CH3 H CD3
1690 H H ph CH3 H CH3
1691 H H ph CH3 H H
1692 H H ph H CD3 CD3
1693 H H ph H CD3 CH3
1694 H H ph H CD3 H
1695 H H ph H CH3 CD3
1696 H H ph H CH3 CH3
1697 H H ph H CH3 H
1698 H H ph H H CD3
1699 H H ph H H CH3
1700 H H ph H H H
1701 H iPr CD3 H H H
1702 H iPr CH3 H H H
1703 H iPr H CD3 H H
1704 H iPr H CH3 H H
1705 H iPr H H CD3 H
1706 H iPr H H CH3 H
1707 H iPr H H H CD3
1708 H iPr H H H CH3
1709 H iPr H H H H
1710 iPr CD3 H H H H
1711 iPr CH3 H H H H
1712 iPr H CD3 H H H
1713 iPr H CH3 H H H
1714 iPr H H CD3 H H
1715 iPr H H CH3 H H
1716 iPr H H H CD3 H
1717 iPr H H H CH3 H
1718 iPr H H H H CD3
1719 iPr H H H H CH3
1720 iPr H H H H H

LA1721 to LA2200 based on structure:
Figure US10476010-20191112-C00012
LA # R11 R12 R2 R31 R32 R34
1721 CD3 CD3 2,6DIP H H H
1722 CD3 CD3 2,6DIPB H H H
1723 CD3 CD3 2,6DMB H H H
1724 CD3 CD3 CD3 H H H
1725 CD3 CD3 CH3 H H H
1726 CD3 CD3 H H H H
1727 CD3 CD3 ph H H H
1728 CD3 CH3 2,6DIP H H H
1729 CD3 CH3 2,6DIPB H H H
1730 CD3 CH3 2,6DMB H H H
1731 CD3 CH3 CD3 H H H
1732 CD3 CH3 CH3 H H H
1733 CD3 CH3 H H H H
1734 CD3 CH3 ph H H H
1735 CD3 H 2,6DIP CD3 H H
1736 CD3 H 2,6DIP CH3 H H
1737 CD3 H 2,6DIP H CD3 H
1738 CD3 H 2,6DIP H CH3 H
1739 CD3 H 2,6DIP H H CD3
1740 CD3 H 2,6DIP H H CH3
1741 CD3 H 2,6DIP H H H
1742 CD3 H 2,6DIPB CD3 H H
1743 CD3 H 2,6DIPB CH3 H H
1744 CD3 H 2,6DIPB H CD3 H
1745 CD3 H 2,6DIPB H CH3 H
1746 CD3 H 2,6DIPB H H CD3
1747 CD3 H 2,6DIPB H H CH3
1748 CD3 H 2,6DIPB H H H
1749 CD3 H 2,6DMB CD3 H H
1750 CD3 H 2,6DMB CH3 H H
1751 CD3 H 2,6DMB H CD3 H
1752 CD3 H 2,6DMB H CH3 H
1753 CD3 H 2,6DMB H H CD3
1754 CD3 H 2,6DMB H H CH3
1755 CD3 H 2,6DMB H H H
1756 CD3 H CD3 CD3 H H
1757 CD3 H CD3 CH3 H H
1758 CD3 H CD3 H CD3 H
1759 CD3 H CD3 H CH3 H
1760 CD3 H CD3 H H CD3
1761 CD3 H CD3 H H CH3
1762 CD3 H CD3 H H H
1763 CD3 H CH3 CD3 H H
1764 CD3 H CH3 CH3 H H
1765 CD3 H CH3 H CD3 H
1766 CD3 H CH3 H CH3 H
1767 CD3 H CH3 H H CD3
1768 CD3 H CH3 H H CH3
1769 CD3 H CH3 H H H
1770 CD3 H H 2,6DIP H H
1771 CD3 H H 2,6DMB H H
1772 CD3 H H CD3 H H
1773 CD3 H H CH3 H H
1774 CD3 H H H 2,6DIP H
1775 CD3 H H H 2,6DMB H
1776 CD3 H H H CD3 H
1777 CD3 H H H CH3 H
1778 CD3 H H H H 2,6DIP
1779 CD3 H H H H 2,6DMB
1780 CD3 H H H H CD3
1781 CD3 H H H H CH3
1782 CD3 H H H H H
1783 CD3 H H H H iPr
1784 CD3 H H H iPr H
1785 CD3 H H iPr H H
1786 CD3 H ph CD3 H H
1787 CD3 H ph CH3 H H
1788 CD3 H ph H CD3 H
1789 CD3 H ph H CH3 H
1790 CD3 H ph H H CD3
1791 CD3 H ph H H CH3
1792 CD3 H ph H H H
1793 CD3 iPr H H H H
1794 CH3 CD3 2,6DIP H H H
1795 CH3 CD3 2,6DIPB H H H
1796 CH3 CD3 2,6DMB H H H
1797 CH3 CD3 CD3 H H H
1798 CH3 CD3 CH3 H H H
1799 CH3 CD3 H H H H
1800 CH3 CD3 ph H H H
1801 CH3 CH3 2,6DIP H H H
1802 CH3 CH3 2,6DIPB H H H
1803 CH3 CH3 2,6DMB H H H
1804 CH3 CH3 CD3 H H H
1805 CH3 CH3 CH3 H H H
1806 CH3 CH3 H H H H
1807 CH3 CH3 ph H H H
1808 CH3 H 2,6DIP CD3 H H
1809 CH3 H 2,6DIP CH3 H H
1810 CH3 H 2,6DIP H CD3 H
1811 CH3 H 2,6DIP H CH3 H
1812 CH3 H 2,6DIP H H CD3
1813 CH3 H 2,6DIP H H CH3
1814 CH3 H 2,6DIP H H H
1815 CH3 H 2,6DIPB CD3 H H
1816 CH3 H 2,6DIPB CH3 H H
1817 CH3 H 2,6DIPB H CD3 H
1818 CH3 H 2,6DIPB H CH3 H
1819 CH3 H 2,6DIPB H H CD3
1820 CH3 H 2,6DIPB H H CH3
1821 CH3 H 2,6DIPB H H H
1822 CH3 H 2,6DMB CD3 H H
1823 CH3 H 2,6DMB CH3 H H
1824 CH3 H 2,6DMB H CD3 H
1825 CH3 H 2,6DMB H CH3 H
1826 CH3 H 2,6DMB H H CD3
1827 CH3 H 2,6DMB H H CH3
1828 CH3 H 2,6DMB H H H
1829 CH3 H CD3 CD3 H H
1830 CH3 H CD3 CH3 H H
1831 CH3 H CD3 H CD3 H
1832 CH3 H CD3 H CH3 H
1833 CH3 H CD3 H H CD3
1834 CH3 H CD3 H H CH3
1835 CH3 H CD3 H H H
1836 CH3 H CH3 CD3 H H
1837 CH3 H CH3 CH3 H H
1838 CH3 H CH3 H CD3 H
1839 CH3 H CH3 H CH3 H
1840 CH3 H CH3 H H CD3
1841 CH3 H CH3 H H CH3
1842 CH3 H CH3 H H H
1843 CH3 H H 2,6DIP H H
1844 CH3 H H 2,6DMB H H
1845 CH3 H H CD3 H H
1846 CH3 H H CH3 H H
1847 CH3 H H H 2,6DIP H
1848 CH3 H H H 2,6DMB H
1849 CH3 H H H CD3 H
1850 CH3 H H H CH3 H
1851 CH3 H H H H 2,6DIP
1852 CH3 H H H H 2,6DMB
1853 CH3 H H H H CD3
1854 CH3 H H H H CH3
1855 CH3 H H H H H
1856 CH3 H H H H iPr
1857 CH3 H H H iPr H
1858 CH3 H H iPr H H
1859 CH3 H ph CD3 H H
1860 CH3 H ph CH3 H H
1861 CH3 H ph H CD3 H
1862 CH3 H ph H CH3 H
1863 CH3 H ph H H CD3
1864 CH3 H ph H H CH3
1865 CH3 H ph H H H
1866 CH3 iPr H H H H
1867 H 2,6DIP H CD3 H H
1868 H 2,6DIP H CH3 H H
1869 H 2,6DIP H H CD3 H
1870 H 2,6DIP H H CH3 H
1871 H 2,6DIP H H H CD3
1872 H 2,6DIP H H H CH3
1873 H 2,6DIP H H H H
1874 H 2,6DMB H CD3 H H
1875 H 2,6DMB H CH3 H H
1876 H 2,6DMB H H CD3 H
1877 H 2,6DMB H H CH3 H
1878 H 2,6DMB H H H CD3
1879 H 2,6DMB H H H CH3
1880 H 2,6DMB H H H H
1881 H CD3 2,6DIP CD3 H H
1882 H CD3 2,6DIP CH3 H H
1883 H CD3 2,6DIP H CD3 H
1884 H CD3 2,6DIP H CH3 H
1885 H CD3 2,6DIP H H CD3
1886 H CD3 2,6DIP H H CH3
1887 H CD3 2,6DIP H H H
1888 H CD3 2,6DIPB CD3 H H
1889 H CD3 2,6DIPB CH3 H H
1890 H CD3 2,6DIPB H CD3 H
1891 H CD3 2,6DIPB H CH3 H
1892 H CD3 2,6DIPB H H CD3
1893 H CD3 2,6DIPB H H CH3
1894 H CD3 2,6DIPB H H H
1895 H CD3 2,6DMB CD3 H H
1896 H CD3 2,6DMB CH3 H H
1897 H CD3 2,6DMB H CD3 H
1898 H CD3 2,6DMB H CH3 H
1899 H CD3 2,6DMB H H CD3
1900 H CD3 2,6DMB H H CH3
1901 H CD3 2,6DMB H H H
1902 H CD3 CD3 CD3 H H
1903 H CD3 CD3 CH3 H H
1904 H CD3 CD3 H CD3 H
1905 H CD3 CD3 H CH3 H
1906 H CD3 CD3 H H CD3
1907 H CD3 CD3 H H CH3
1908 H CD3 CD3 H H H
1909 H CD3 CH3 CD3 H H
1910 H CD3 CH3 CH3 H H
1911 H CD3 CH3 H CD3 H
1912 H CD3 CH3 H CH3 H
1913 H CD3 CH3 H H CD3
1914 H CD3 CH3 H H CH3
1915 H CD3 CH3 H H H
1916 H CD3 H 2,6DIP H H
1917 H CD3 H 2,6DMB H H
1918 H CD3 H CD3 H H
1919 H CD3 H CH3 H H
1920 H CD3 H H 2,6DIP H
1921 H CD3 H H 2,6DMB H
1922 H CD3 H H CD3 H
1923 H CD3 H H CH3 H
1924 H CD3 H H H 2,6DIP
1925 H CD3 H H H 2,6DMB
1926 H CD3 H H H CD3
1927 H CD3 H H H CH3
1928 H CD3 H H H H
1929 H CD3 H H H iPr
1930 H CD3 H H iPr H
1931 H CD3 H iPr H H
1932 H CD3 ph CD3 H H
1933 H CD3 ph CH3 H H
1934 H CD3 ph H CD3 H
1935 H CD3 ph H CH3 H
1936 H CD3 ph H H CD3
1937 H CD3 ph H H CH3
1938 H CD3 ph H H H
1939 H CH3 2,6DIP CD3 H H
1940 H CH3 2,6DIP CH3 H H
1941 H CH3 2,6DIP H CD3 H
1942 H CH3 2,6DIP H CH3 H
1943 H CH3 2,6DIP H H CD3
1944 H CH3 2,6DIP H H CH3
1945 H CH3 2,6DIP H H H
1946 H CH3 2,6DIPB CD3 H H
1947 H CH3 2,6DIPB CH3 H H
1948 H CH3 2,6DIPB H CD3 H
1949 H CH3 2,6DIPB H CH3 H
1950 H CH3 2,6DIPB H H CD3
1951 H CH3 2,6DIPB H H CH3
1952 H CH3 2,6DIPB H H H
1953 H CH3 2,6DMB CD3 H H
1954 H CH3 2,6DMB CH3 H H
1955 H CH3 2,6DMB H CD3 H
1956 H CH3 2,6DMB H CH3 H
1957 H CH3 2,6DMB H H CD3
1958 H CH3 2,6DMB H H CH3
1959 H CH3 2,6DMB H H H
1960 H CH3 CD3 CD3 H H
1961 H CH3 CD3 CH3 H H
1962 H CH3 CD3 H CD3 H
1963 H CH3 CD3 H CH3 H
1964 H CH3 CD3 H H CD3
1965 H CH3 CD3 H H CH3
1966 H CH3 CD3 H H H
1967 H CH3 CH3 CD3 H H
1968 H CH3 CH3 CH3 H H
1969 H CH3 CH3 H CD3 H
1970 H CH3 CH3 H CH3 H
1971 H CH3 CH3 H H CD3
1972 H CH3 CH3 H H CH3
1973 H CH3 CH3 H H H
1974 H CH3 H 2,6DIP H H
1975 H CH3 H 2,6DMB H H
1976 H CH3 H CD3 H H
1977 H CH3 H CH3 H H
1978 H CH3 H H 2,6DIP H
1979 H CH3 H H 2,6DMB H
1980 H CH3 H H CD3 H
1981 H CH3 H H CH3 H
1982 H CH3 H H H 2,6DIP
1983 H CH3 H H H 2,6DMB
1984 H CH3 H H H CD3
1985 H CH3 H H H CH3
1986 H CH3 H H H H
1987 H CH3 H H H iPr
1988 H CH3 H H iPr H
1989 H CH3 H iPr H H
1990 H CH3 ph CD3 H H
1991 H CH3 ph CH3 H H
1992 H CH3 ph H CD3 H
1993 H CH3 ph H CH3 H
1994 H CH3 ph H H CD3
1995 H CH3 ph H H CH3
1996 H CH3 ph H H H
1997 H H 2,6DIP CD3 CD3 H
1998 H H 2,6DIP CD3 CH3 H
1999 H H 2,6DIP CD3 H CD3
2000 H H 2,6DIP CD3 H CH3
2001 H H 2,6DIP CD3 H H
2002 H H 2,6DIP CH3 CD3 H
2003 H H 2,6DIP CH3 CH3 H
2004 H H 2,6DIP CH3 H CD3
2005 H H 2,6DIP CH3 H CH3
2006 H H 2,6DIP CH3 H H
2007 H H 2,6DIP H CD3 CD3
2008 H H 2,6DIP H CD3 CH3
2009 H H 2,6DIP H CD3 H
2010 H H 2,6DIP H CH3 CD3
2011 H H 2,6DIP H CH3 CH3
2012 H H 2,6DIP H CH3 H
2013 H H 2,6DIP H H CD3
2014 H H 2,6DIP H H CH3
2015 H H 2,6DIP H H H
2016 H H 2,6DIPB CD3 CD3 H
2017 H H 2,6DIPB CD3 CH3 H
2018 H H 2,6DIPB CD3 H CD3
2019 H H 2,6DIPB CD3 H CH3
2020 H H 2,6DIPB CD3 H H
2021 H H 2,6DIPB CH3 CD3 H
2022 H H 2,6DIPB CH3 CH3 H
2023 H H 2,6DIPB CH3 H CD3
2024 H H 2,6DIPB CH3 H CH3
2025 H H 2,6DIPB CH3 H H
2026 H H 2,6DIPB H CD3 CD3
2027 H H 2,6DIPB H CD3 CH3
2028 H H 2,6DIPB H CD3 H
2029 H H 2,6DIPB H CH3 CD3
2030 H H 2,6DIPB H CH3 CH3
2031 H H 2,6DIPB H CH3 H
2032 H H 2,6DIPB H H CD3
2033 H H 2,6DIPB H H CH3
2034 H H 2,6DIPB H H H
2035 H H 2,6DMB CD3 CD3 H
2036 H H 2,6DMB CD3 CH3 H
2037 H H 2,6DMB CD3 H CD3
2038 H H 2,6DMB CD3 H CH3
2039 H H 2,6DMB CD3 H H
2040 H H 2,6DMB CH3 CD3 H
2041 H H 2,6DMB CH3 CH3 H
2042 H H 2,6DMB CH3 H CD3
2043 H H 2,6DMB CH3 H CH3
2044 H H 2,6DMB CH3 H H
2045 H H 2,6DMB H CD3 CD3
2046 H H 2,6DMB H CD3 CH3
2047 H H 2,6DMB H CD3 H
2048 H H 2,6DMB H CH3 CD3
2049 H H 2,6DMB H CH3 CH3
2050 H H 2,6DMB H CH3 H
2051 H H 2,6DMB H H CD3
2052 H H 2,6DMB H H CH3
2053 H H 2,6DMB H H H
2054 H H CD3 CD3 CD3 H
2055 H H CD3 CD3 CH3 H
2056 H H CD3 CD3 H CD3
2057 H H CD3 CD3 H CH3
2058 H H CD3 CD3 H H
2059 H H CD3 CH3 CD3 H
2060 H H CD3 CH3 CH3 H
2061 H H CD3 CH3 H CD3
2062 H H CD3 CH3 H CH3
2063 H H CD3 CH3 H H
2064 H H CD3 H 2,6DIP H
2065 H H CD3 H 2,6DMB H
2066 H H CD3 H CD3 CD3
2067 H H CD3 H CD3 CH3
2068 H H CD3 H CD3 H
2069 H H CD3 H CH3 CD3
2070 H H CD3 H CH3 CH3
2071 H H CD3 H CH3 H
2072 H H CD3 H H 2,6DIP
2073 H H CD3 H H 2,6DMB
2074 H H CD3 H H CD3
2075 H H CD3 H H CH3
2076 H H CD3 H H H
2077 H H CD3 H H iPr
2078 H H CD3 H iPr H
2079 H H CD3 iPr H H
2080 H H CH3 CD3 CD3 H
2081 H H CH3 CD3 CH3 H
2082 H H CH3 CD3 H CD3
2083 H H CH3 CD3 H CH3
2084 H H CH3 CD3 H H
2085 H H CH3 CH3 CD3 H
2086 H H CH3 CH3 CH3 H
2087 H H CH3 CH3 H CD3
2088 H H CH3 CH3 H CH3
2089 H H CH3 CH3 H H
2090 H H CH3 H 2,6DIP H
2091 H H CH3 H 2,6DMB H
2092 H H CH3 H CD3 CD3
2093 H H CH3 H CD3 CH3
2094 H H CH3 H CD3 H
2095 H H CH3 H CH3 CD3
2096 H H CH3 H CH3 CH3
2097 H H CH3 H CH3 H
2098 H H CH3 H H 2,6DIP
2099 H H CH3 H H 2,6DMB
2100 H H CH3 H H CD3
2101 H H CH3 H H CH3
2102 H H CH3 H H H
2103 H H CH3 H H iPr
2104 H H CH3 H iPr H
2105 H H CH3 iPr H H
2106 H H H 2,6DIP H CD3
2107 H H H 2,6DIP H CH3
2108 H H H 2,6DIP H H
2109 H H H 2,6DMB H CD3
2110 H H H 2,6DMB H CH3
2111 H H H 2,6DMB H H
2112 H H H CD3 CD3 H
2113 H H H CD3 CH3 H
2114 H H H CD3 H 2,6DIP
2115 H H H CD3 H 2,6DMB
2116 H H H CD3 H CD3
2117 H H H CD3 H CH3
2118 H H H CD3 H H
2119 H H H CD3 H iPr
2120 H H H CD3 iPr H
2121 H H H CH3 CD3 H
2122 H H H CH3 CH3 H
2123 H H H CH3 H 2,6DIP
2124 H H H CH3 H 2,6DMB
2125 H H H CH3 H CD3
2126 H H H CH3 H CH3
2127 H H H CH3 H H
2128 H H H CH3 H iPr
2129 H H H CH3 iPr H
2130 H H H H 2,6DIP CD3
2131 H H H H 2,6DIP CH3
2132 H H H H 2,6DIP H
2133 H H H H 2,6DMB CD3
2134 H H H H 2,6DMB CH3
2135 H H H H 2,6DMB H
2136 H H H H CD3 2,6DIP
2137 H H H H CD3 2,6DMB
2138 H H H H CD3 CD3
2139 H H H H CD3 CH3
2140 H H H H CD3 H
2141 H H H H CD3 iPr
2142 H H H H CH3 2,6DIP
2143 H H H H CH3 2,6DMB
2144 H H H H CH3 CD3
2145 H H H H CH3 CH3
2146 H H H H CH3 H
2147 H H H H CH3 iPr
2148 H H H H H 2,6DIP
2149 H H H H H 2,6DMB
2150 H H H H H CD3
2151 H H H H H CH3
2152 H H H H H H
2153 H H H H H iPr
2154 H H H H iPr CD3
2155 H H H H iPr CH3
2156 H H H H iPr H
2157 H H H iPr CD3 H
2158 H H H iPr CH3 H
2159 H H H iPr H CD3
2160 H H H iPr H CH3
2161 H H H iPr H H
2162 H H ph CD3 CD3 H
2163 H H ph CD3 CH3 H
2164 H H ph CD3 H CD3
2165 H H ph CD3 H CH3
2166 H H ph CD3 H H
2167 H H ph CH3 CD3 H
2168 H H ph CH3 CH3 H
2169 H H ph CH3 H CD3
2170 H H ph CH3 H CH3
2171 H H ph CH3 H H
2172 H H ph H CD3 CD3
2173 H H ph H CD3 CH3
2174 H H ph H CD3 H
2175 H H ph H CH3 CD3
2176 H H ph H CH3 CH3
2177 H H ph H CH3 H
2178 H H ph H H CD3
2179 H H ph H H CH3
2180 H H ph H H H
2181 H iPr CD3 H H H
2182 H iPr CH3 H H H
2183 H iPr H CD3 H H
2184 H iPr H CH3 H H
2185 H iPr H H CD3 H
2186 H iPr H H CH3 H
2187 H iPr H H H CD3
2188 H iPr H H H CH3
2189 H iPr H H H H
2190 iPr CD3 H H H H
2191 iPr CH3 H H H H
2192 iPr H CD3 H H H
2193 iPr H CH3 H H H
2194 iPr H H CD3 H H
2195 iPr H H CH3 H H
2196 iPr H H H CD3 H
2197 iPr H H H CH3 H
2198 iPr H H H H CD3
2199 iPr H H H H CH3
2200 iPr H H H H H

LA2201 to LA2680 based on structure:
Figure US10476010-20191112-C00013
LA # R11 R12 R2 R31 R33 R34
2201 CD3 CD3 2,6DIP H H H
2202 CD3 CD3 2,6DIPB H H H
2203 CD3 CD3 2,6DMB H H H
2204 CD3 CD3 CD3 H H H
2205 CD3 CD3 CH3 H H H
2206 CD3 CD3 H H H H
2207 CD3 CD3 ph H H H
2208 CD3 CH3 2,6DIP H H H
2209 CD3 CH3 2,6DIPB H H H
2210 CD3 CH3 2,6DMB H H H
2211 CD3 CH3 CD3 H H H
2212 CD3 CH3 CH3 H H H
2213 CD3 CH3 H H H H
2214 CD3 CH3 ph H H H
2215 CD3 H 2,6DIP CD3 H H
2216 CD3 H 2,6DIP CH3 H H
2217 CD3 H 2,6DIP H CD3 H
2218 CD3 H 2,6DIP H CH3 H
2219 CD3 H 2,6DIP H H CD3
2220 CD3 H 2,6DIP H H CH3
2221 CD3 H 2,6DIP H H H
2222 CD3 H 2,6DIPB CD3 H H
2223 CD3 H 2,6DIPB CH3 H H
2224 CD3 H 2,6DIPB H CD3 H
2225 CD3 H 2,6DIPB H CH3 H
2226 CD3 H 2,6DIPB H H CD3
2227 CD3 H 2,6DIPB H H CH3
2228 CD3 H 2,6DIPB H H H
2229 CD3 H 2,6DMB CD3 H H
2230 CD3 H 2,6DMB CH3 H H
2231 CD3 H 2,6DMB H CD3 H
2232 CD3 H 2,6DMB H CH3 H
2233 CD3 H 2,6DMB H H CD3
2234 CD3 H 2,6DMB H H CH3
2235 CD3 H 2,6DMB H H H
2236 CD3 H CD3 CD3 H H
2237 CD3 H CD3 CH3 H H
2238 CD3 H CD3 H CD3 H
2239 CD3 H CD3 H CH3 H
2240 CD3 H CD3 H H CD3
2241 CD3 H CD3 H H CH3
2242 CD3 H CD3 H H H
2243 CD3 H CH3 CD3 H H
2244 CD3 H CH3 CH3 H H
2245 CD3 H CH3 H CD3 H
2246 CD3 H CH3 H CH3 H
2247 CD3 H CH3 H H CD3
2248 CD3 H CH3 H H CH3
2249 CD3 H CH3 H H H
2250 CD3 H H 2,6DIP H H
2251 CD3 H H 2,6DMB H H
2252 CD3 H H CD3 H H
2253 CD3 H H CH3 H H
2254 CD3 H H H 2,6DIP H
2255 CD3 H H H 2,6DMB H
2256 CD3 H H H CD3 H
2257 CD3 H H H CH3 H
2258 CD3 H H H H 2,6DIP
2259 CD3 H H H H 2,6DMB
2260 CD3 H H H H CD3
2261 CD3 H H H H CH3
2262 CD3 H H H H H
2263 CD3 H H H H iPr
2264 CD3 H H H iPr H
2265 CD3 H H iPr H H
2266 CD3 H ph CD3 H H
2267 CD3 H ph CH3 H H
2268 CD3 H ph H CD3 H
2269 CD3 H ph H CH3 H
2270 CD3 H ph H H CD3
2271 CD3 H ph H H CH3
2272 CD3 H ph H H H
2273 CD3 iPr H H H H
2274 CH3 CD3 2,6DIP H H H
2275 CH3 CD3 2,6DIPB H H H
2276 CH3 CD3 2,6DMB H H H
2277 CH3 CD3 CD3 H H H
2278 CH3 CD3 CH3 H H H
2279 CH3 CD3 H H H H
2280 CH3 CD3 ph H H H
2281 CH3 CH3 2,6DIP H H H
2282 CH3 CH3 2,6DIPB H H H
2283 CH3 CH3 2,6DMB H H H
2284 CH3 CH3 CD3 H H H
2285 CH3 CH3 CH3 H H H
2286 CH3 CH3 H H H H
2287 CH3 CH3 ph H H H
2288 CH3 H 2,6DIP CD3 H H
2289 CH3 H 2,6DIP CH3 H H
2290 CH3 H 2,6DIP H CD3 H
2291 CH3 H 2,6DIP H CH3 H
2292 CH3 H 2,6DIP H H CD3
2293 CH3 H 2,6DIP H H CH3
2294 CH3 H 2,6DIP H H H
2295 CH3 H 2,6DIPB CD3 H H
2296 CH3 H 2,6DIPB CH3 H H
2297 CH3 H 2,6DIPB H CD3 H
2298 CH3 H 2,6DIPB H CH3 H
2299 CH3 H 2,6DIPB H H CD3
2300 CH3 H 2,6DIPB H H CH3
2301 CH3 H 2,6DIPB H H H
2302 CH3 H 2,6DMB CD3 H H
2303 CH3 H 2,6DMB CH3 H H
2304 CH3 H 2,6DMB H CD3 H
2305 CH3 H 2,6DMB H CH3 H
2306 CH3 H 2,6DMB H H CD3
2307 CH3 H 2,6DMB H H CH3
2308 CH3 H 2,6DMB H H H
2309 CH3 H CD3 CD3 H H
2310 CH3 H CD3 CH3 H H
2311 CH3 H CD3 H CD3 H
2312 CH3 H CD3 H CH3 H
2313 CH3 H CD3 H H CD3
2314 CH3 H CD3 H H CH3
2315 CH3 H CD3 H H H
2316 CH3 H CH3 CD3 H H
2317 CH3 H CH3 CH3 H H
2318 CH3 H CH3 H CD3 H
2319 CH3 H CH3 H CH3 H
2320 CH3 H CH3 H H CD3
2321 CH3 H CH3 H H CH3
2322 CH3 H CH3 H H H
2323 CH3 H H 2,6DIP H H
2324 CH3 H H 2,6DMB H H
2325 CH3 H H CD3 H H
2326 CH3 H H CH3 H H
2327 CH3 H H H 2,6DIP H
2328 CH3 H H H 2,6DMB H
2329 CH3 H H H CD3 H
2330 CH3 H H H CH3 H
2331 CH3 H H H H 2,6DIP
2332 CH3 H H H H 2,6DMB
2333 CH3 H H H H CD3
2334 CH3 H H H H CH3
2335 CH3 H H H H H
2336 CH3 H H H H iPr
2337 CH3 H H H iPr H
2338 CH3 H H iPr H H
2339 CH3 H ph CD3 H H
2340 CH3 H ph CH3 H H
2341 CH3 H ph H CD3 H
2342 CH3 H ph H CH3 H
2343 CH3 H ph H H CD3
2344 CH3 H ph H H CH3
2345 CH3 H ph H H H
2346 CH3 iPr H H H H
2347 H 2,6DIP H CD3 H H
2348 H 2,6DIP H CH3 H H
2349 H 2,6DIP H H CD3 H
2350 H 2,6DIP H H CH3 H
2351 H 2,6DIP H H H CD3
2352 H 2,6DIP H H H CH3
2353 H 2,6DIP H H H H
2354 H 2,6DMB H CD3 H H
2355 H 2,6DMB H CH3 H H
2356 H 2,6DMB H H CD3 H
2357 H 2,6DMB H H CH3 H
2358 H 2,6DMB H H H CD3
2359 H 2,6DMB H H H CH3
2360 H 2,6DMB H H H H
2361 H CD3 2,6DIP CD3 H H
2362 H CD3 2,6DIP CH3 H H
2363 H CD3 2,6DIP H CD3 H
2364 H CD3 2,6DIP H CH3 H
2365 H CD3 2,6DIP H H CD3
2366 H CD3 2,6DIP H H CH3
2367 H CD3 2,6DIP H H H
2368 H CD3 2,6DIPB CD3 H H
2369 H CD3 2,6DIPB CH3 H H
2370 H CD3 2,6DIPB H CD3 H
2371 H CD3 2,6DIPB H CH3 H
2372 H CD3 2,6DIPB H H CD3
2373 H CD3 2,6DIPB H H CH3
2374 H CD3 2,6DIPB H H H
2375 H CD3 2,6DMB CD3 H H
2376 H CD3 2,6DMB CH3 H H
2377 H CD3 2,6DMB H CD3 H
2378 H CD3 2,6DMB H CH3 H
2379 H CD3 2,6DMB H H CD3
2380 H CD3 2,6DMB H H CH3
2381 H CD3 2,6DMB H H H
2382 H CD3 CD3 CD3 H H
2383 H CD3 CD3 CH3 H H
2384 H CD3 CD3 H CD3 H
2385 H CD3 CD3 H CH3 H
2386 H CD3 CD3 H H CD3
2387 H CD3 CD3 H H CH3
2388 H CD3 CD3 H H H
2389 H CD3 CH3 CD3 H H
2390 H CD3 CH3 CH3 H H
2391 H CD3 CH3 H CD3 H
2392 H CD3 CH3 H CH3 H
2393 H CD3 CH3 H H CD3
2394 H CD3 CH3 H H CH3
2395 H CD3 CH3 H H H
2396 H CD3 H 2,6DIP H H
2397 H CD3 H 2,6DMB H H
2398 H CD3 H CD3 H H
2399 H CD3 H CH3 H H
2400 H CD3 H H 2,6DIP H
2401 H CD3 H H 2,6DMB H
2402 H CD3 H H CD3 H
2403 H CD3 H H CH3 H
2404 H CD3 H H H 2,6DIP
2405 H CD3 H H H 2,6DMB
2406 H CD3 H H H CD3
2407 H CD3 H H H CH3
2408 H CD3 H H H H
2409 H CD3 H H H iPr
2410 H CD3 H H iPr H
2411 H CD3 H iPr H H
2412 H CD3 ph CD3 H H
2413 H CD3 ph CH3 H H
2414 H CD3 ph H CD3 H
2415 H CD3 ph H CH3 H
2416 H CD3 ph H H CD3
2417 H CD3 ph H H CH3
2418 H CD3 ph H H H
2419 H CH3 2,6DIP CD3 H H
2420 H CH3 2,6DIP CH3 H H
2421 H CH3 2,6DIP H CD3 H
2422 H CH3 2,6DIP H CH3 H
2423 H CH3 2,6DIP H H CD3
2424 H CH3 2,6DIP H H CH3
2425 H CH3 2,6DIP H H H
2426 H CH3 2,6DIPB CD3 H H
2427 H CH3 2,6DIPB CH3 H H
2428 H CH3 2,6DIPB H CD3 H
2429 H CH3 2,6DIPB H CH3 H
2430 H CH3 2,6DIPB H H CD3
2431 H CH3 2,6DIPB H H CH3
2432 H CH3 2,6DIPB H H H
2433 H CH3 2,6DMB CD3 H H
2434 H CH3 2,6DMB CH3 H H
2435 H CH3 2,6DMB H CD3 H
2436 H CH3 2,6DMB H CH3 H
2437 H CH3 2,6DMB H H CD3
2438 H CH3 2,6DMB H H CH3
2439 H CH3 2,6DMB H H H
2440 H CH3 CD3 CD3 H H
2441 H CH3 CD3 CH3 H H
2442 H CH3 CD3 H CD3 H
2443 H CH3 CD3 H CH3 H
2444 H CH3 CD3 H H CD3
2445 H CH3 CD3 H H CH3
2446 H CH3 CD3 H H H
2447 H CH3 CH3 CD3 H H
2448 H CH3 CH3 CH3 H H
2449 H CH3 CH3 H CD3 H
2450 H CH3 CH3 H CH3 H
2451 H CH3 CH3 H H CD3
2452 H CH3 CH3 H H CH3
2453 H CH3 CH3 H H H
2454 H CH3 H 2,6DIP H H
2455 H CH3 H 2,6DMB H H
2456 H CH3 H CD3 H H
2457 H CH3 H CH3 H H
2458 H CH3 H H 2,6DIP H
2459 H CH3 H H 2,6DMB H
2460 H CH3 H H CD3 H
2461 H CH3 H H CH3 H
2462 H CH3 H H H 2,6DIP
2463 H CH3 H H H 2,6DMB
2464 H CH3 H H H CD3
2465 H CH3 H H H CH3
2466 H CH3 H H H H
2467 H CH3 H H H iPr
2468 H CH3 H H iPr H
2469 H CH3 H iPr H H
2470 H CH3 ph CD3 H H
2471 H CH3 ph CH3 H H
2472 H CH3 ph H CD3 H
2473 H CH3 ph H CH3 H
2474 H CH3 ph H H CD3
2475 H CH3 ph H H CH3
2476 H CH3 ph H H H
2477 H H 2,6DIP CD3 CD3 H
2478 H H 2,6DIP CD3 CH3 H
2479 H H 2,6DIP CD3 H CD3
2480 H H 2,6DIP CD3 H CH3
2481 H H 2,6DIP CD3 H H
2482 H H 2,6DIP CH3 CD3 H
2483 H H 2,6DIP CH3 CH3 H
2484 H H 2,6DIP CH3 H CD3
2485 H H 2,6DIP CH3 H CH3
2486 H H 2,6DIP CH3 H H
2487 H H 2,6DIP H CD3 CD3
2488 H H 2,6DIP H CD3 CH3
2489 H H 2,6DIP H CD3 H
2490 H H 2,6DIP H CH3 CD3
2491 H H 2,6DIP H CH3 CH3
2492 H H 2,6DIP H CH3 H
2493 H H 2,6DIP H H CD3
2494 H H 2,6DIP H H CH3
2495 H H 2,6DIP H H H
2496 H H 2,6DIPB CD3 CD3 H
2497 H H 2,6DIPB CD3 CH3 H
2498 H H 2,6DIPB CD3 H CD3
2499 H H 2,6DIPB CD3 H CH3
2500 H H 2,6DIPB CD3 H H
2501 H H 2,6DIPB CH3 CD3 H
2502 H H 2,6DIPB CH3 CH3 H
2503 H H 2,6DIPB CH3 H CD3
2504 H H 2,6DIPB CH3 H CH3
2505 H H 2,6DIPB CH3 H H
2506 H H 2,6DIPB H CD3 CD3
2507 H H 2,6DIPB H CD3 CH3
2508 H H 2,6DIPB H CD3 H
2509 H H 2,6DIPB H CH3 CD3
2510 H H 2,6DIPB H CH3 CH3
2511 H H 2,6DIPB H CH3 H
2512 H H 2,6DIPB H H CD3
2513 H H 2,6DIPB H H CH3
2514 H H 2,6DIPB H H H
2515 H H 2,6DMB CD3 CD3 H
2516 H H 2,6DMB CD3 CH3 H
2517 H H 2,6DMB CD3 H CD3
2518 H H 2,6DMB CD3 H CH3
2519 H H 2,6DMB CD3 H H
2520 H H 2,6DMB CH3 CD3 H
2521 H H 2,6DMB CH3 CH3 H
2522 H H 2,6DMB CH3 H CD3
2523 H H 2,6DMB CH3 H CH3
2524 H H 2,6DMB CH3 H H
2525 H H 2,6DMB H CD3 CD3
2526 H H 2,6DMB H CD3 CH3
2527 H H 2,6DMB H CD3 H
2528 H H 2,6DMB H CH3 CD3
2529 H H 2,6DMB H CH3 CH3
2530 H H 2,6DMB H CH3 H
2531 H H 2,6DMB H H CD3
2532 H H 2,6DMB H H CH3
2533 H H 2,6DMB H H H
2534 H H CD3 CD3 CD3 H
2535 H H CD3 CD3 CH3 H
2536 H H CD3 CD3 H CD3
2537 H H CD3 CD3 H CH3
2538 H H CD3 CD3 H H
2539 H H CD3 CH3 CD3 H
2540 H H CD3 CH3 CH3 H
2541 H H CD3 CH3 H CD3
2542 H H CD3 CH3 H CH3
2543 H H CD3 CH3 H H
2544 H H CD3 H 2,6DIP H
2545 H H CD3 H 2,6DMB H
2546 H H CD3 H CD3 CD3
2547 H H CD3 H CD3 CH3
2548 H H CD3 H CD3 H
2549 H H CD3 H CH3 CD3
2550 H H CD3 H CH3 CH3
2551 H H CD3 H CH3 H
2552 H H CD3 H H 2,6DIP
2553 H H CD3 H H 2,6DMB
2554 H H CD3 H H CD3
2555 H H CD3 H H CH3
2556 H H CD3 H H H
2557 H H CD3 H H iPr
2558 H H CD3 H iPr H
2559 H H CD3 iPr H H
2560 H H CH3 CD3 CD3 H
2561 H H CH3 CD3 CH3 H
2562 H H CH3 CD3 H CD3
2563 H H CH3 CD3 H CH3
2564 H H CH3 CD3 H H
2565 H H CH3 CH3 CD3 H
2566 H H CH3 CH3 CH3 H
2567 H H CH3 CH3 H CD3
2568 H H CH3 CH3 H CH3
2569 H H CH3 CH3 H H
2570 H H CH3 H 2,6DIP H
2571 H H CH3 H 2,6DMB H
2572 H H CH3 H CD3 CD3
2573 H H CH3 H CD3 CH3
2574 H H CH3 H CD3 H
2575 H H CH3 H CH3 CD3
2576 H H CH3 H CH3 CH3
2577 H H CH3 H CH3 H
2578 H H CH3 H H 2,6DIP
2579 H H CH3 H H 2,6DMB
2580 H H CH3 H H CD3
2581 H H CH3 H H CH3
2582 H H CH3 H H H
2583 H H CH3 H H iPr
2584 H H CH3 H iPr H
2585 H H CH3 iPr H H
2586 H H H 2,6DIP CD3 H
2587 H H H 2,6DIP CH3 H
2588 H H H 2,6DIP H CD3
2589 H H H 2,6DIP H CH3
2590 H H H 2,6DIP H H
2591 H H H 2,6DMB CD3 H
2592 H H H 2,6DMB CH3 H
2593 H H H 2,6DMB H CD3
2594 H H H 2,6DMB H CH3
2595 H H H 2,6DMB H H
2596 H H H CD3 2,6DIP H
2597 H H H CD3 2,6DMB H
2598 H H H CD3 CD3 H
2599 H H H CD3 CH3 H
2600 H H H CD3 H 2,6DIP
2601 H H H CD3 H 2,6DMB
2602 H H H CD3 H CD3
2603 H H H CD3 H CH3
2604 H H H CD3 H H
2605 H H H CD3 H iPr
2606 H H H CD3 iPr H
2607 H H H CH3 2,6DIP H
2608 H H H CH3 2,6DMB H
2609 H H H CH3 CD3 H
2610 H H H CH3 CH3 H
2611 H H H CH3 H 2,6DIP
2612 H H H CH3 H 2,6DMB
2613 H H H CH3 H CD3
2614 H H H CH3 H CH3
2615 H H H CH3 H H
2616 H H H CH3 H iPr
2617 H H H CH3 iPr H
2618 H H H H 2,6DIP H
2619 H H H H 2,6DMB H
2620 H H H H CD3 CD3
2621 H H H H CD3 CH3
2622 H H H H CD3 H
2623 H H H H CD3 iPr
2624 H H H H CH3 CD3
2625 H H H H CH3 CH3
2626 H H H H CH3 H
2627 H H H H CH3 iPr
2628 H H H H H 2,6DIP
2629 H H H H H 2,6DMB
2630 H H H H H CD3
2631 H H H H H CH3
2632 H H H H H H
2633 H H H H H iPr
2634 H H H H iPr CD3
2635 H H H H iPr CH3
2636 H H H H iPr H
2637 H H H iPr CD3 H
2638 H H H iPr CH3 H
2639 H H H iPr H CD3
2640 H H H iPr H CH3
2641 H H H iPr H H
2642 H H ph CD3 CD3 H
2643 H H ph CD3 CH3 H
2644 H H ph CD3 H CD3
2645 H H ph CD3 H CH3
2646 H H ph CD3 H H
2647 H H ph CH3 CD3 H
2648 H H ph CH3 CH3 H
2649 H H ph CH3 H CD3
2650 H H ph CH3 H CH3
2651 H H ph CH3 H H
2652 H H ph H CD3 CD3
2653 H H ph H CD3 CH3
2654 H H ph H CD3 H
2655 H H ph H CH3 CD3
2656 H H ph H CH3 CH3
2657 H H ph H CH3 H
2658 H H ph H H CD3
2659 H H ph H H CH3
2660 H H ph H H H
2661 H iPr CD3 H H H
2662 H iPr CH3 H H H
2663 H iPr H CD3 H H
2664 H iPr H CH3 H H
2665 H iPr H H CD3 H
2666 H iPr H H CH3 H
2667 H iPr H H H CD3
2668 H iPr H H H CH3
2669 H iPr H H H H
2670 iPr CD3 H H H H
2671 iPr CH3 H H H H
2672 iPr H CD3 H H H
2673 iPr H CH3 H H H
2674 iPr H H CD3 H H
2675 iPr H H CH3 H H
2676 iPr H H H CD3 H
2677 iPr H H H CH3 H
2678 iPr H H H H CD3
2679 iPr H H H H CH3
2680 iPr H H H H H

LA2681 to LA3156 based on structure:
Figure US10476010-20191112-C00014
LA # R11 R12 R2 R32 R33 R34
2681 CD3 CD3 2,6DIP H H H
2682 CD3 CD3 2,6DIPB H H H
2683 CD3 CD3 2,6DMB H H H
2684 CD3 CD3 CD3 H H H
2685 CD3 CD3 CH3 H H H
2686 CD3 CD3 H H H H
2687 CD3 CD3 ph H H H
2688 CD3 CH3 2,6DIP H H H
2689 CD3 CH3 2,6DIPB H H H
2690 CD3 CH3 2,6DMB H H H
2691 CD3 CH3 CD3 H H H
2692 CD3 CH3 CH3 H H H
2693 CD3 CH3 H H H H
2694 CD3 CH3 ph H H H
2695 CD3 H 2,6DIP CD3 H H
2696 CD3 H 2,6DIP CH3 H H
2697 CD3 H 2,6DIP H CD3 H
2698 CD3 H 2,6DIP H CH3 H
2699 CD3 H 2,6DIP H H CD3
2700 CD3 H 2,6DIP H H CH3
2701 CD3 H 2,6DIP H H H
2702 CD3 H 2,6DIPB CD3 H H
2703 CD3 H 2,6DIPB CH3 H H
2704 CD3 H 2,6DIPB H CD3 H
2705 CD3 H 2,6DIPB H CH3 H
2706 CD3 H 2,6DIPB H H CD3
2707 CD3 H 2,6DIPB H H CH3
2708 CD3 H 2,6DIPB H H H
2709 CD3 H 2,6DMB CD3 H H
2710 CD3 H 2,6DMB CH3 H H
2711 CD3 H 2,6DMB H CD3 H
2712 CD3 H 2,6DMB H CH3 H
2713 CD3 H 2,6DMB H H CD3
2714 CD3 H 2,6DMB H H CH3
2715 CD3 H 2,6DMB H H H
2716 CD3 H CD3 CD3 H H
2717 CD3 H CD3 CH3 H H
2718 CD3 H CD3 H CD3 H
2719 CD3 H CD3 H CH3 H
2720 CD3 H CD3 H H CD3
2721 CD3 H CD3 H H CH3
2722 CD3 H CD3 H H H
2723 CD3 H CH3 CD3 H H
2724 CD3 H CH3 CH3 H H
2725 CD3 H CH3 H CD3 H
2726 CD3 H CH3 H CH3 H
2727 CD3 H CH3 H H CD3
2728 CD3 H CH3 H H CH3
2729 CD3 H CH3 H H H
2730 CD3 H H 2,6DIP H H
2731 CD3 H H 2,6DMB H H
2732 CD3 H H CD3 H H
2733 CD3 H H CH3 H H
2734 CD3 H H H 2,6DIP H
2735 CD3 H H H 2,6DMB H
2736 CD3 H H H CD3 H
2737 CD3 H H H CH3 H
2738 CD3 H H H H 2,6DIP
2739 CD3 H H H H 2,6DMB
2740 CD3 H H H H CD3
2741 CD3 H H H H CH3
2742 CD3 H H H H H
2743 CD3 H H H H iPr
2744 CD3 H H H iPr H
2745 CD3 H H iPr H H
2746 CD3 H ph CD3 H H
2747 CD3 H ph CH3 H H
2748 CD3 H ph H CD3 H
2749 CD3 H ph H CH3 H
2750 CD3 H ph H H CD3
2751 CD3 H ph H H CH3
2752 CD3 H ph H H H
2753 CD3 iPr H H H H
2754 CH3 CD3 2,6DIP H H H
2755 CH3 CD3 2,6DIPB H H H
2756 CH3 CD3 2,6DMB H H H
2757 CH3 CD3 CD3 H H H
2758 CH3 CD3 CH3 H H H
2759 CH3 CD3 H H H H
2760 CH3 CD3 ph H H H
2761 CH3 CH3 2,6DIP H H H
2762 CH3 CH3 2,6DIPB H H H
2763 CH3 CH3 2,6DMB H H H
2764 CH3 CH3 CD3 H H H
2765 CH3 CH3 CH3 H H H
2766 CH3 CH3 H H H H
2767 CH3 CH3 ph H H H
2768 CH3 H 2,6DIP CD3 H H
2769 CH3 H 2,6DIP CH3 H H
2770 CH3 H 2,6DIP H CD3 H
2771 CH3 H 2,6DIP H CH3 H
2772 CH3 H 2,6DIP H H CD3
2773 CH3 H 2,6DIP H H CH3
2774 CH3 H 2,6DIP H H H
2775 CH3 H 2,6DIPB CD3 H H
2776 CH3 H 2,6DIPB CH3 H H
2777 CH3 H 2,6DIPB H CD3 H
2778 CH3 H 2,6DIPB H CH3 H
2779 CH3 H 2,6DIPB H H CD3
2780 CH3 H 2,6DIPB H H CH3
2781 CH3 H 2,6DIPB H H H
2782 CH3 H 2,6DMB CD3 H H
2783 CH3 H 2,6DMB CH3 H H
2784 CH3 H 2,6DMB H CD3 H
2785 CH3 H 2,6DMB H CH3 H
2786 CH3 H 2,6DMB H H CD3
2787 CH3 H 2,6DMB H H CH3
2788 CH3 H 2,6DMB H H H
2789 CH3 H CD3 CD3 H H
2790 CH3 H CD3 CH3 H H
2791 CH3 H CD3 H CD3 H
2792 CH3 H CD3 H CH3 H
2793 CH3 H CD3 H H CD3
2794 CH3 H CD3 H H CH3
2795 CH3 H CD3 H H H
2796 CH3 H CH3 CD3 H H
2797 CH3 H CH3 CH3 H H
2798 CH3 H CH3 H CD3 H
2799 CH3 H CH3 H CH3 H
2800 CH3 H CH3 H H CD3
2801 CH3 H CH3 H H CH3
2802 CH3 H CH3 H H H
2803 CH3 H H 2,6DIP H H
2804 CH3 H H 2,6DMB H H
2805 CH3 H H CD3 H H
2806 CH3 H H CH3 H H
2807 CH3 H H H 2,6DIP H
2808 CH3 H H H 2,6DMB H
2809 CH3 H H H CD3 H
2810 CH3 H H H CH3 H
2811 CH3 H H H H 2,6DIP
2812 CH3 H H H H 2,6DMB
2813 CH3 H H H H CD3
2814 CH3 H H H H CH3
2815 CH3 H H H H H
2816 CH3 H H H H iPr
2817 CH3 H H H iPr H
2818 CH3 H H iPr H H
2819 CH3 H ph CD3 H H
2820 CH3 H ph CH3 H H
2821 CH3 H ph H CD3 H
2822 CH3 H ph H CH3 H
2823 CH3 H ph H H CD3
2824 CH3 H ph H H CH3
2825 CH3 H ph H H H
2826 CH3 iPr H H H H
2827 H 2,6DIP H CD3 H H
2828 H 2,6DIP H CH3 H H
2829 H 2,6DIP H H CD3 H
2830 H 2,6DIP H H CH3 H
2831 H 2,6DIP H H H CD3
2832 H 2,6DIP H H H CH3
2833 H 2,6DIP H H H H
2834 H 2,6DMB H CD3 H H
2835 H 2,6DMB H CH3 H H
2836 H 2,6DMB H H CD3 H
2837 H 2,6DMB H H CH3 H
2838 H 2,6DMB H H H CD3
2839 H 2,6DMB H H H CH3
2840 H 2,6DMB H H H H
2841 H CD3 2,6DIP CD3 H H
2842 H CD3 2,6DIP CH3 H H
2843 H CD3 2,6DIP H CD3 H
2844 H CD3 2,6DIP H CH3 H
2845 H CD3 2,6DIP H H CD3
2846 H CD3 2,6DIP H H CH3
2847 H CD3 2,6DIP H H H
2848 H CD3 2,6DIPB CD3 H H
2849 H CD3 2,6DIPB CH3 H H
2850 H CD3 2,6DIPB H CD3 H
2851 H CD3 2,6DIPB H CH3 H
2852 H CD3 2,6DIPB H H CD3
2853 H CD3 2,6DIPB H H CH3
2854 H CD3 2,6DIPB H H H
2855 H CD3 2,6DMB CD3 H H
2856 H CD3 2,6DMB CH3 H H
2857 H CD3 2,6DMB H CD3 H
2858 H CD3 2,6DMB H CH3 H
2859 H CD3 2,6DMB H H CD3
2860 H CD3 2,6DMB H H CH3
2861 H CD3 2,6DMB H H H
2862 H CD3 CD3 CD3 H H
2863 H CD3 CD3 CH3 H H
2864 H CD3 CD3 H CD3 H
2865 H CD3 CD3 H CH3 H
2866 H CD3 CD3 H H CD3
2867 H CD3 CD3 H H CH3
2868 H CD3 CD3 H H H
2869 H CD3 CH3 CD3 H H
2870 H CD3 CH3 CH3 H H
2871 H CD3 CH3 H CD3 H
2872 H CD3 CH3 H CH3 H
2873 H CD3 CH3 H H CD3
2874 H CD3 CH3 H H CH3
2875 H CD3 CH3 H H H
2876 H CD3 H 2,6DIP H H
2877 H CD3 H 2,6DMB H H
2878 H CD3 H CD3 H H
2879 H CD3 H CH3 H H
2880 H CD3 H H 2,6DIP H
2881 H CD3 H H 2,6DMB H
2882 H CD3 H H CD3 H
2883 H CD3 H H CH3 H
2884 H CD3 H H H 2,6DIP
2885 H CD3 H H H 2,6DMB
2886 H CD3 H H H CD3
2887 H CD3 H H H CH3
2888 H CD3 H H H H
2889 H CD3 H H H iPr
2890 H CD3 H H iPr H
2891 H CD3 H iPr H H
2892 H CD3 ph CD3 H H
2893 H CD3 ph CH3 H H
2894 H CD3 ph H CD3 H
2895 H CD3 ph H CH3 H
2896 H CD3 ph H H CD3
2897 H CD3 ph H H CH3
2898 H CD3 ph H H H
2899 H CH3 2,6DIP CD3 H H
2900 H CH3 2,6DIP CH3 H H
2901 H CH3 2,6DIP H CD3 H
2902 H CH3 2,6DIP H CH3 H
2903 H CH3 2,6DIP H H CD3
2904 H CH3 2,6DIP H H CH3
2905 H CH3 2,6DIP H H H
2906 H CH3 2,6DIPB CD3 H H
2907 H CH3 2,6DIPB CH3 H H
2908 H CH3 2,6DIPB H CD3 H
2909 H CH3 2,6DIPB H CH3 H
2910 H CH3 2,6DIPB H H CD3
2911 H CH3 2,6DIPB H H CH3
2912 H CH3 2,6DIPB H H H
2913 H CH3 2,6DMB CD3 H H
2914 H CH3 2,6DMB CH3 H H
2915 H CH3 2,6DMB H CD3 H
2916 H CH3 2,6DMB H CH3 H
2917 H CH3 2,6DMB H H CD3
2918 H CH3 2,6DMB H H CH3
2919 H CH3 2,6DMB H H H
2920 H CH3 CD3 CD3 H H
2921 H CH3 CD3 CH3 H H
2922 H CH3 CD3 H CD3 H
2923 H CH3 CD3 H CH3 H
2924 H CH3 CD3 H H CD3
2925 H CH3 CD3 H H CH3
2926 H CH3 CD3 H H H
2927 H CH3 CH3 CD3 H H
2928 H CH3 CH3 CH3 H H
2929 H CH3 CH3 H CD3 H
2930 H CH3 CH3 H CH3 H
2931 H CH3 CH3 H H CD3
2932 H CH3 CH3 H H CH3
2933 H CH3 CH3 H H H
2934 H CH3 H 2,6DIP H H
2935 H CH3 H 2,6DMB H H
2936 H CH3 H CD3 H H
2937 H CH3 H CH3 H H
2938 H CH3 H H 2,6DIP H
2939 H CH3 H H 2,6DMB H
2940 H CH3 H H CD3 H
2941 H CH3 H H CH3 H
2942 H CH3 H H H 2,6DIP
2943 H CH3 H H H 2,6DMB
2944 H CH3 H H H CD3
2945 H CH3 H H H CH3
2946 H CH3 H H H H
2947 H CH3 H H H iPr
2948 H CH3 H H iPr H
2949 H CH3 H iPr H H
2950 H CH3 ph CD3 H H
2951 H CH3 ph CH3 H H
2952 H CH3 ph H CD3 H
2953 H CH3 ph H CH3 H
2954 H CH3 ph H H CD3
2955 H CH3 ph H H CH3
2956 H CH3 ph H H H
2957 H H 2,6DIP CD3 CD3 H
2958 H H 2,6DIP CD3 CH3 H
2959 H H 2,6DIP CD3 H CD3
2960 H H 2,6DIP CD3 H CH3
2961 H H 2,6DIP CD3 H H
2962 H H 2,6DIP CH3 CD3 H
2963 H H 2,6DIP CH3 CH3 H
2964 H H 2,6DIP CH3 H CD3
2965 H H 2,6DIP CH3 H CH3
2966 H H 2,6DIP CH3 H H
2967 H H 2,6DIP H CD3 CD3
2968 H H 2,6DIP H CD3 CH3
2969 H H 2,6DIP H CD3 H
2970 H H 2,6DIP H CH3 CD3
2971 H H 2,6DIP H CH3 CH3
2972 H H 2,6DIP H CH3 H
2973 H H 2,6DIP H H CD3
2974 H H 2,6DIP H H CH3
2975 H H 2,6DIP H H H
2976 H H 2,6DIPB CD3 CD3 H
2977 H H 2,6DIPB CD3 CH3 H
2978 H H 2,6DIPB CD3 H CD3
2979 H H 2,6DIPB CD3 H CH3
2980 H H 2,6DIPB CD3 H H
2981 H H 2,6DIPB CH3 CD3 H
2982 H H 2,6DIPB CH3 CH3 H
2983 H H 2,6DIPB CH3 H CD3
2984 H H 2,6DIPB CH3 H CH3
2985 H H 2,6DIPB CH3 H H
2986 H H 2,6DIPB H CD3 CD3
2987 H H 2,6DIPB H CD3 CH3
2988 H H 2,6DIPB H CD3 H
2989 H H 2,6DIPB H CH3 CD3
2990 H H 2,6DIPB H CH3 CH3
2991 H H 2,6DIPB H CH3 H
2992 H H 2,6DIPB H H CD3
2993 H H 2,6DIPB H H CH3
2994 H H 2,6DIPB H H H
2995 H H 2,6DMB CD3 CD3 H
2996 H H 2,6DMB CD3 CH3 H
2997 H H 2,6DMB CD3 H CD3
2998 H H 2,6DMB CD3 H CH3
2999 H H 2,6DMB CD3 H H
3000 H H 2,6DMB CH3 CD3 H
3001 H H 2,6DMB CH3 CH3 H
3002 H H 2,6DMB CH3 H CD3
3003 H H 2,6DMB CH3 H CH3
3004 H H 2,6DMB CH3 H H
3005 H H 2,6DMB H CD3 CD3
3006 H H 2,6DMB H CD3 CH3
3007 H H 2,6DMB H CD3 H
3008 H H 2,6DMB H CH3 CD3
3009 H H 2,6DMB H CH3 CH3
3010 H H 2,6DMB H CH3 H
3011 H H 2,6DMB H H CD3
3012 H H 2,6DMB H H CH3
3013 H H 2,6DMB H H H
3014 H H CD3 2,6DIP H H
3015 H H CD3 2,6DMB H H
3016 H H CD3 CD3 CD3 H
3017 H H CD3 CD3 CH3 H
3018 H H CD3 CD3 H CD3
3019 H H CD3 CD3 H CH3
3020 H H CD3 CD3 H H
3021 H H CD3 CH3 CD3 H
3022 H H CD3 CH3 CH3 H
3023 H H CD3 CH3 H CD3
3024 H H CD3 CH3 H CH3
3025 H H CD3 CH3 H H
3026 H H CD3 H 2,6DIP H
3027 H H CD3 H 2,6DMB H
3028 H H CD3 H CD3 CD3
3029 H H CD3 H CD3 CH3
3030 H H CD3 H CD3 H
3031 H H CD3 H CH3 CD3
3032 H H CD3 H CH3 CH3
3033 H H CD3 H CH3 H
3034 H H CD3 H H 2,6DIP
3035 H H CD3 H H 2,6DMB
3036 H H CD3 H H CD3
3037 H H CD3 H H CH3
3038 H H CD3 H H H
3039 H H CD3 H H iPr
3040 H H CD3 H iPr H
3041 H H CD3 iPr H H
3042 H H CH3 2,6DIP H H
3043 H H CH3 2,6DMB H H
3044 H H CH3 CD3 CD3 H
3045 H H CH3 CD3 CH3 H
3046 H H CH3 CD3 H CD3
3047 H H CH3 CD3 H CH3
3048 H H CH3 CD3 H H
3049 H H CH3 CH3 CD3 H
3050 H H CH3 CH3 CH3 H
3051 H H CH3 CH3 H CD3
3052 H H CH3 CH3 H CH3
3053 H H CH3 CH3 H H
3054 H H CH3 H 2,6DIP H
3055 H H CH3 H 2,6DMB H
3056 H H CH3 H CD3 CD3
3057 H H CH3 H CD3 CH3
3058 H H CH3 H CD3 H
3059 H H CH3 H CH3 CD3
3060 H H CH3 H CH3 CH3
3061 H H CH3 H CH3 H
3062 H H CH3 H H 2,6DIP
3063 H H CH3 H H 2,6DMB
3064 H H CH3 H H CD3
3065 H H CH3 H H CH3
3066 H H CH3 H H H
3067 H H CH3 H H iPr
3068 H H CH3 H iPr H
3069 H H CH3 iPr H H
3070 H H H 2,6DIP H CD3
3071 H H H 2,6DIP H CH3
3072 H H H 2,6DIP H H
3073 H H H 2,6DMB H CD3
3074 H H H 2,6DMB H CH3
3075 H H H 2,6DMB H H
3076 H H H CD3 CD3 H
3077 H H H CD3 CH3 H
3078 H H H CD3 H 2,6DIP
3079 H H H CD3 H 2,6DMB
3080 H H H CD3 H CD3
3081 H H H CD3 H CH3
3082 H H H CD3 H H
3083 H H H CD3 H iPr
3084 H H H CD3 iPr H
3085 H H H CH3 CD3 H
3086 H H H CH3 CH3 H
3087 H H H CH3 H 2,6DIP
3088 H H H CH3 H 2,6DMB
3089 H H H CH3 H CD3
3090 H H H CH3 H CH3
3091 H H H CH3 H H
3092 H H H CH3 H iPr
3093 H H H CH3 iPr H
3094 H H H H 2,6DIP H
3095 H H H H 2,6DMB H
3096 H H H H CD3 CD3
3097 H H H H CD3 CH3
3098 H H H H CD3 H
3099 H H H H CD3 iPr
3100 H H H H CH3 CD3
3101 H H H H CH3 CH3
3102 H H H H CH3 H
3103 H H H H CH3 iPr
3104 H H H H H 2,6DIP
3105 H H H H H 2,6DMB
3106 H H H H H CD3
3107 H H H H H CH3
3108 H H H H H H
3109 H H H H H iPr
3110 H H H H iPr CD3
3111 H H H H iPr CH3
3112 H H H H iPr H
3113 H H H iPr CD3 H
3114 H H H iPr CH3 H
3115 H H H iPr H CD3
3116 H H H iPr H CH3
3117 H H H iPr H H
3118 H H ph CD3 CD3 H
3119 H H ph CD3 CH3 H
3120 H H ph CD3 H CD3
3121 H H ph CD3 H CH3
3122 H H ph CD3 H H
3123 H H ph CH3 CD3 H
3124 H H ph CH3 CH3 H
3125 H H ph CH3 H CD3
3126 H H ph CH3 H CH3
3127 H H ph CH3 H H
3128 H H ph H CD3 CD3
3130 H H ph H CD3 H
3131 H H ph H CH3 CD3
3132 H H ph H CH3 CH3
3133 H H ph H CH3 H
3134 H H ph H H CD3
3135 H H ph H H CH3
3136 H H ph H H H
3137 H iPr CD3 H H H
3138 H iPr CH3 H H H
3139 H iPr H CD3 H H
3140 H iPr H CH3 H H
3141 H iPr H H CD3 H
3142 H iPr H H CH3 H
3143 H iPr H H H CD3
3144 H iPr H H H CH3
3145 H iPr H H H H
3146 iPr CD3 H H H H
3147 iPr CH3 H H H H
3148 iPr H CD3 H H H
3149 iPr H CH3 H H H
3150 iPr H H CD3 H H
3151 iPr H H CH3 H H
3152 iPr H H H CD3 H
3153 iPr H H H CH3 H
3154 iPr H H H H CD3
3155 iPr H H H H CH3
3156 iPr H H H H H

LA3157 to LA3580 based on structure:
Figure US10476010-20191112-C00015
LA # R11 R2 R12 R31 R32 R33
3157 CD3 CD3 2,6DIP H H H
3158 CD3 CD3 2,6DMB H H H
3159 CD3 CD3 CD3 H H H
3160 CD3 CD3 CH3 H H H
3161 CD3 CD3 H H H H
3162 CD3 CD3 iPr H H H
3163 CD3 CH3 2,6DIP H H H
3164 CD3 CH3 2,6DMB H H H
3165 CD3 CH3 CD3 H H H
3166 CD3 CH3 CH3 H H H
3167 CD3 CH3 H H H H
3168 CD3 CH3 iPr H H H
3169 CD3 H 2,6DIP CD3 H H
3170 CD3 H 2,6DIP CH3 H H
3171 CD3 H 2,6DIP H CD3 H
3172 CD3 H 2,6DIP H CH3 H
3173 CD3 H 2,6DIP H H CD3
3174 CD3 H 2,6DIP H H CH3
3175 CD3 H 2,6DIP H H H
3176 CD3 H 2,6DMB CD3 H H
3177 CD3 H 2,6DMB CH3 H H
3178 CD3 H 2,6DMB H CD3 H
3179 CD3 H 2,6DMB H CH3 H
3180 CD3 H 2,6DMB H H CD3
3181 CD3 H 2,6DMB H H CH3
3182 CD3 H 2,6DMB H H H
3183 CD3 H CD3 CD3 H H
3184 CD3 H CD3 CH3 H H
3185 CD3 H CD3 H CD3 H
3186 CD3 H CD3 H CH3 H
3187 CD3 H CD3 H H CD3
3188 CD3 H CD3 H H CH3
3189 CD3 H CD3 H H H
3190 CD3 H CH3 CD3 H H
3191 CD3 H CH3 CH3 H H
3192 CD3 H CH3 H CD3 H
3193 CD3 H CH3 H CH3 H
3194 CD3 H CH3 H H CD3
3195 CD3 H CH3 H H CH3
3196 CD3 H CH3 H H H
3197 CD3 H H 2,6DIP H H
3198 CD3 H H 2,6DMB H H
3199 CD3 H H CD3 H H
3200 CD3 H H CH3 H H
3201 CD3 H H H 2,6DIP H
3202 CD3 H H H 2,6DMB H
3203 CD3 H H H CD3 H
3204 CD3 H H H CH3 H
3205 CD3 H H H H 2,6DIP
3206 CD3 H H H H 2,6DMB
3207 CD3 H H H H CD3
3208 CD3 H H H H CH3
3209 CD3 H H H H H
3210 CD3 H H H H iPr
3211 CD3 H H H iPr H
3212 CD3 H H iPr H H
3213 CD3 H iPr CD3 H H
3214 CD3 H iPr CH3 H H
3215 CD3 H iPr H CD3 H
3216 CD3 H iPr H CH3 H
3217 CD3 H iPr H H CD3
3218 CD3 H iPr H H CH3
3219 CD3 H iPr H H H
3220 CH3 CD3 2,6DIP H H H
3221 CH3 CD3 2,6DMB H H H
3222 CH3 CD3 CD3 H H H
3223 CH3 CD3 CH3 H H H
3224 CH3 CD3 H H H H
3225 CH3 CD3 iPr H H H
3226 CH3 CH3 2,6DIP H H H
3227 CH3 CH3 2,6DMB H H H
3228 CH3 CH3 CD3 H H H
3229 CH3 CH3 CH3 H H H
3230 CH3 CH3 H H H H
3231 CH3 CH3 iPr H H H
3232 CH3 H 2,6DIP CD3 H H
3233 CH3 H 2,6DIP CH3 H H
3234 CH3 H 2,6DIP H CD3 H
3235 CH3 H 2,6DIP H CH3 H
3236 CH3 H 2,6DIP H H CD3
3237 CH3 H 2,6DIP H H CH3
3238 CH3 H 2,6DIP H H H
3239 CH3 H 2,6DMB CD3 H H
3240 CH3 H 2,6DMB CH3 H H
3241 CH3 H 2,6DMB H CD3 H
3242 CH3 H 2,6DMB H CH3 H
3243 CH3 H 2,6DMB H H CD3
3244 CH3 H 2,6DMB H H CH3
3245 CH3 H 2,6DMB H H H
3246 CH3 H CD3 CD3 H H
3247 CH3 H CD3 CH3 H H
3248 CH3 H CD3 H CD3 H
3249 CH3 H CD3 H CH3 H
3250 CH3 H CD3 H H CD3
3251 CH3 H CD3 H H CH3
3252 CH3 H CD3 H H H
3253 CH3 H CH3 CD3 H H
3254 CH3 H CH3 CH3 H H
3255 CH3 H CH3 H CD3 H
3256 CH3 H CH3 H CH3 H
3257 CH3 H CH3 H H CD3
3258 CH3 H CH3 H H CH3
3259 CH3 H CH3 H H H
3260 CH3 H H 2,6DIP H H
3261 CH3 H H 2,6DMB H H
3262 CH3 H H CD3 H H
3263 CH3 H H CH3 H H
3264 CH3 H H H 2,6DIP H
3265 CH3 H H H 2,6DMB H
3266 CH3 H H H CD3 H
3267 CH3 H H H CH3 H
3268 CH3 H H H H 2,6DIP
3269 CH3 H H H H 2,6DMB
3270 CH3 H H H H CD3
3271 CH3 H H H H CH3
3272 CH3 H H H H H
3273 CH3 H H H H iPr
3274 CH3 H H H iPr H
3275 CH3 H H iPr H H
3276 CH3 H iPr CD3 H H
3277 CH3 H iPr CH3 H H
3278 CH3 H iPr H CD3 H
3279 CH3 H iPr H CH3 H
3280 CH3 H iPr H H CD3
3281 CH3 H iPr H H CH3
3282 CH3 H iPr H H H
3283 H 2,6DIP H CD3 H H
3284 H 2,6DIP H CH3 H H
3285 H 2,6DIP H H CD3 H
3286 H 2,6DIP H H CH3 H
3287 H 2,6DIP H H H CD3
3288 H 2,6DIP H H H CH3
3289 H 2,6DIP H H H H
3290 H 2,6DIPB H CD3 H H
3291 H 2,6DIPB H CH3 H H
3292 H 2,6DIPB H H CD3 H
3293 H 2,6DIPB H H CH3 H
3294 H 2,6DIPB H H H CD3
3295 H 2,6DIPB H H H CH3
3296 H 2,6DIPB H H H H
3297 H 2,6DMB H CD3 H H
3298 H 2,6DMB H CH3 H H
3299 H 2,6DMB H H CD3 H
3300 H 2,6DMB H H CH3 H
3301 H 2,6DMB H H H CD3
3302 H 2,6DMB H H H CH3
3303 H 2,6DMB H H H H
3304 H CD3 2,6DIP CD3 H H
3305 H CD3 2,6DIP CH3 H H
3306 H CD3 2,6DIP H CD3 H
3307 H CD3 2,6DIP H CH3 H
3308 H CD3 2,6DIP H H CD3
3309 H CD3 2,6DIP H H CH3
3310 H CD3 2,6DIP H H H
3311 H CD3 2,6DMB CD3 H H
3312 H CD3 2,6DMB CH3 H H
3313 H CD3 2,6DMB H CD3 H
3314 H CD3 2,6DMB H CH3 H
3315 H CD3 2,6DMB H H CD3
3316 H CD3 2,6DMB H H CH3
3317 H CD3 2,6DMB H H H
3318 H CD3 CD3 CD3 H H
3319 H CD3 CD3 CH3 H H
3320 H CD3 CD3 H CD3 H
3321 H CD3 CD3 H CH3 H
3322 H CD3 CD3 H H CD3
3323 H CD3 CD3 H H CH3
3324 H CD3 CD3 H H H
3325 H CD3 CH3 CD3 H H
3326 H CD3 CH3 CH3 H H
3327 H CD3 CH3 H CD3 H
3328 H CD3 CH3 H CH3 H
3329 H CD3 CH3 H H CD3
3330 H CD3 CH3 H H CH3
3331 H CD3 CH3 H H H
3332 H CD3 H 2,6DIP H H
3333 H CD3 H 2,6DMB H H
3334 H CD3 H CD3 H H
3335 H CD3 H CH3 H H
3336 H CD3 H H 2,6DIP H
3337 H CD3 H H 2,6DMB H
3338 H CD3 H H CD3 H
3339 H CD3 H H CH3 H
3340 H CD3 H H H 2,6DIP
3341 H CD3 H H H 2,6DMB
3342 H CD3 H H H CD3
3343 H CD3 H H H CH3
3344 H CD3 H H H H
3345 H CD3 H H H iPr
3346 H CD3 H H iPr H
3347 H CD3 H iPr H H
3348 H CD3 iPr CD3 H H
3349 H CD3 iPr CH3 H H
3350 H CD3 iPr H CD3 H
3351 H CD3 iPr H CH3 H
3352 H CD3 iPr H H CD3
3353 H CD3 iPr H H CH3
3354 H CD3 iPr H H H
3355 H CH3 2,6DIP CD3 H H
3356 H CH3 2,6DIP CH3 H H
3357 H CH3 2,6DIP H CD3 H
3358 H CH3 2,6DIP H CH3 H
3359 H CH3 2,6DIP H H CD3
3360 H CH3 2,6DIP H H CH3
3361 H CH3 2,6DIP H H H
3362 H CH3 2,6DMB CD3 H H
3363 H CH3 2,6DMB CH3 H H
3364 H CH3 2,6DMB H CD3 H
3365 H CH3 2,6DMB H CH3 H
3366 H CH3 2,6DMB H H CD3
3367 H CH3 2,6DMB H H CH3
3368 H CH3 2,6DMB H H H
3369 H CH3 CD3 CD3 H H
3370 H CH3 CD3 CH3 H H
3371 H CH3 CD3 H CD3 H
3372 H CH3 CD3 H CH3 H
3373 H CH3 CD3 H H CD3
3374 H CH3 CD3 H H CH3
3375 H CH3 CD3 H H H
3376 H CH3 CH3 CD3 H H
3377 H CH3 CH3 CH3 H H
3378 H CH3 CH3 H CD3 H
3379 H CH3 CH3 H CH3 H
3380 H CH3 CH3 H H CD3
3381 H CH3 CH3 H H CH3
3382 H CH3 CH3 H H H
3383 H CH3 H 2,6DIP H H
3384 H CH3 H 2,6DMB H H
3385 H CH3 H CD3 H H
3386 H CH3 H CH3 H H
3387 H CH3 H H 2,6DIP H
3388 H CH3 H H 2,6DMB H
3389 H CH3 H H CD3 H
3390 H CH3 H H CH3 H
3391 H CH3 H H H 2,6DIP
3392 H CH3 H H H 2,6DMB
3393 H CH3 H H H CD3
3394 H CH3 H H H CH3
3395 H CH3 H H H H
3396 H CH3 H H H iPr
3397 H CH3 H H iPr H
3398 H CH3 H iPr H H
3399 H CH3 iPr CD3 H H
3400 H CH3 iPr CH3 H H
3401 H CH3 iPr H CD3 H
3402 H CH3 iPr H CH3 H
3403 H CH3 iPr H H CD3
3404 H CH3 iPr H H CH3
3405 H CH3 iPr H H H
3406 H H 2,6DIP CD3 CD3 H
3407 H H 2,6DIP CD3 CH3 H
3408 H H 2,6DIP CD3 H CD3
3409 H H 2,6DIP CD3 H CH3
3410 H H 2,6DIP CD3 H H
3411 H H 2,6DIP CH3 CD3 H
3412 H H 2,6DIP CH3 CH3 H
3413 H H 2,6DIP CH3 H CD3
3414 H H 2,6DIP CH3 H CH3
3415 H H 2,6DIP CH3 H H
3416 H H 2,6DIP H CD3 CD3
3417 H H 2,6DIP H CD3 CH3
3418 H H 2,6DIP H CD3 H
3419 H H 2,6DIP H CH3 CD3
3420 H H 2,6DIP H CH3 CH3
3421 H H 2,6DIP H CH3 H
3422 H H 2,6DIP H H CD3
3423 H H 2,6DIP H H CH3
3424 H H 2,6DIP H H H
3425 H H 2,6DMB CD3 CD3 H
3426 H H 2,6DMB CD3 CH3 H
3427 H H 2,6DMB CD3 H CD3
3428 H H 2,6DMB CD3 H CH3
3429 H H 2,6DMB CD3 H H
3430 H H 2,6DMB CH3 CD3 H
3431 H H 2,6DMB CH3 CH3 H
3432 H H 2,6DMB CH3 H CD3
3433 H H 2,6DMB CH3 H CH3
3434 H H 2,6DMB CH3 H H
3435 H H 2,6DMB H CD3 CD3
3436 H H 2,6DMB H CD3 CH3
3437 H H 2,6DMB H CD3 H
3438 H H 2,6DMB H CH3 CD3
3439 H H 2,6DMB H CH3 CH3
3440 H H 2,6DMB H CH3 H
3441 H H 2,6DMB H H CD3
3442 H H 2,6DMB H H CH3
3443 H H 2,6DMB H H H
3444 H H CD3 CD3 CD3 H
3445 H H CD3 CD3 CH3 H
3446 H H CD3 CD3 H CD3
3447 H H CD3 CD3 H CH3
3448 H H CD3 CD3 H H
3449 H H CD3 CH3 CD3 H
3450 H H CD3 CH3 CH3 H
3451 H H CD3 CH3 H CD3
3452 H H CD3 CH3 H CH3
3453 H H CD3 CH3 H H
3454 H H CD3 H 2,6DIP H
3455 H H CD3 H 2,6DMB H
3456 H H CD3 H CD3 CD3
3457 H H CD3 H CD3 CH3
3458 H H CD3 H CD3 H
3459 H H CD3 H CH3 CD3
3460 H H CD3 H CH3 CH3
3461 H H CD3 H CH3 H
3462 H H CD3 H H 2,6DIP
3463 H H CD3 H H 2,6DMB
3464 H H CD3 H H CD3
3465 H H CD3 H H CH3
3466 H H CD3 H H H
3467 H H CD3 H H iPr
3468 H H CD3 H iPr H
3469 H H CD3 iPr H H
3470 H H CH3 CD3 CD3 H
3471 H H CH3 CD3 CH3 H
3472 H H CH3 CD3 H CD3
3473 H H CH3 CD3 H CH3
3474 H H CH3 CD3 H H
3475 H H CH3 CH3 CD3 H
3476 H H CH3 CH3 CH3 H
3477 H H CH3 CH3 H CD3
3478 H H CH3 CH3 H CH3
3479 H H CH3 CH3 H H
3480 H H CH3 H 2,6DIP H
3481 H H CH3 H 2,6DMB H
3482 H H CH3 H CD3 CD3
3483 H H CH3 H CD3 CH3
3484 H H CH3 H CD3 H
3485 H H CH3 H CH3 CD3
3486 H H CH3 H CH3 CH3
3487 H H CH3 H CH3 H
3488 H H CH3 H H 2,6DIP
3489 H H CH3 H H 2,6DMB
3490 H H CH3 H H CD3
3491 H H CH3 H H CH3
3492 H H CH3 H H H
3493 H H CH3 H H iPr
3494 H H CH3 H iPr H
3495 H H CH3 iPr H H
3496 H H H 2,6DIP H CD3
3497 H H H 2,6DIP H CH3
3498 H H H 2,6DIP H H
3499 H H H 2,6DMB H CD3
3500 H H H 2,6DMB H CH3
3501 H H H 2,6DMB H H
3502 H H H CD3 CD3 H
3503 H H H CD3 CH3 H
3504 H H H CD3 H 2,6DIP
3505 H H H CD3 H 2,6DMB
3506 H H H CD3 H CD3
3507 H H H CD3 H CH3
3508 H H H CD3 H H
3509 H H H CD3 H iPr
3510 H H H CD3 iPr H
3511 H H H CH3 CD3 H
3512 H H H CH3 CH3 H
3513 H H H CH3 H 2,6DIP
3514 H H H CH3 H 2,6DMB
3515 H H H CH3 H CD3
3516 H H H CH3 H CH3
3517 H H H CH3 H H
3518 H H H CH3 H iPr
3519 H H H CH3 iPr H
3520 H H H H 2,6DIP H
3521 H H H H 2,6DMB H
3522 H H H H CD3 CD3
3523 H H H H CD3 CH3
3524 H H H H CD3 H
3525 H H H H CD3 iPr
3526 H H H H CH3 CD3
3527 H H H H CH3 CH3
3528 H H H H CH3 H
3529 H H H H CH3 iPr
3530 H H H H H 2,6DIP
3531 H H H H H 2,6DMB
3532 H H H H H CD3
3533 H H H H H CH3
3534 H H H H H H
3535 H H H H H iPr
3536 H H H H iPr CD3
3537 H H H H iPr CH3
3538 H H H H iPr H
3539 H H H iPr CD3 H
3540 H H H iPr CH3 H
3541 H H H iPr H CD3
3542 H H H iPr H CH3
3543 H H H iPr H H
3544 H H iPr CD3 CD3 H
3545 H H iPr CD3 CH3 H
3546 H H iPr CD3 H CD3
3547 H H iPr CD3 H CH3
3548 H H iPr CD3 H H
3549 H H iPr CH3 CD3 H
3550 H H iPr CH3 CH3 H
3551 H H iPr CH3 H CD3
3552 H H iPr CH3 H CH3
3553 H H iPr CH3 H H
3554 H H iPr H CD3 CD3
3555 H H iPr H CD3 CH3
3556 H H iPr H CD3 H
3557 H H iPr H CH3 CD3
3558 H H iPr H CH3 CH3
3559 H H iPr H CH3 H
3560 H H iPr H H CD3
3561 H H iPr H H CH3
3562 H H iPr H H H
3563 H ph H CD3 H H
3564 H ph H CH3 H H
3565 H ph H H CD3 H
3566 H ph H H CH3 H
3567 H ph H H H CD3
3568 H ph H H H CH3
3569 H ph H H H H
3570 iPr CD3 H H H H
3571 iPr CH3 H H H H
3572 iPr H CD3 H H H
3573 iPr H CH3 H H H
3574 iPr H H CD3 H H
3575 iPr H H CH3 H H
3576 iPr H H H CD3 H
3577 iPr H H H CH3 H
3578 iPr H H H H CD3
3579 iPr H H H H CH3
3580 iPr H H H H H

LA3851 to LA4012 based on structure:
Figure US10476010-20191112-C00016
LA # R11 R2 R12 R31 R32 R34
3581 CD3 CD3 2,6DIP H H H
3582 CD3 CD3 2,6DMB H H H
3583 CD3 CD3 CD3 H H H
3584 CD3 CD3 CH3 H H H
3585 CD3 CD3 H H H H
3586 CD3 CD3 iPr H H H
3587 CD3 CH3 2,6DIP H H H
3588 CD3 CH3 2,6DMB H H H
3589 CD3 CH3 CD3 H H H
3590 CD3 CH3 CH3 H H H
3591 CD3 CH3 H H H H
3592 CD3 CH3 iPr H H H
3593 CD3 H 2,6DIP CD3 H H
3594 CD3 H 2,6DIP CH3 H H
3595 CD3 H 2,6DIP H CD3 H
3596 CD3 H 2,6DIP H CH3 H
3597 CD3 H 2,6DIP H H CD3
3598 CD3 H 2,6DIP H H CH3
3599 CD3 H 2,6DIP H H H
3600 CD3 H 2,6DMB CD3 H H
3601 CD3 H 2,6DMB CH3 H H
3602 CD3 H 2,6DMB H CD3 H
3603 CD3 H 2,6DMB H CH3 H
3604 CD3 H 2,6DMB H H CD3
3605 CD3 H 2,6DMB H H CH3
3606 CD3 H 2,6DMB H H H
3607 CD3 H CD3 CD3 H H
3608 CD3 H CD3 CH3 H H
3609 CD3 H CD3 H CD3 H
3610 CD3 H CD3 H CH3 H
3611 CD3 H CD3 H H CD3
3612 CD3 H CD3 H H CH3
3613 CD3 H CD3 H H H
3614 CD3 H CH3 CD3 H H
3615 CD3 H CH3 CH3 H H
3616 CD3 H CH3 H CD3 H
3617 CD3 H CH3 H CH3 H
3618 CD3 H CH3 H H CD3
3619 CD3 H CH3 H H CH3
3620 CD3 H CH3 H H H
3621 CD3 H H 2,6DIP H H
3622 CD3 H H 2,6DMB H H
3623 CD3 H H CD3 H H
3624 CD3 H H CH3 H H
3625 CD3 H H H 2,6DIP H
3626 CD3 H H H 2,6DMB H
3627 CD3 H H H CD3 H
3628 CD3 H H H CH3 H
3629 CD3 H H H H 2,6DIP
3630 CD3 H H H H 2,6DMB
3631 CD3 H H H H CD3
3632 CD3 H H H H CH3
3633 CD3 H H H H H
3634 CD3 H H H H iPr
3635 CD3 H H H iPr H
3636 CD3 H H iPr H H
3637 CD3 H iPr CD3 H H
3638 CD3 H iPr CH3 H H
3639 CD3 H iPr H CD3 H
3640 CD3 H iPr H CH3 H
3641 CD3 H iPr H H CD3
3642 CD3 H iPr H H CH3
3643 CD3 H iPr H H H
3644 CH3 CD3 2,6DIP H H H
3645 CH3 CD3 2,6DMB H H H
3646 CH3 CD3 CD3 H H H
3647 CH3 CD3 CH3 H H H
3648 CH3 CD3 H H H H
3649 CH3 CD3 iPr H H H
3650 CH3 CH3 2,6DIP H H H
3651 CH3 CH3 2,6DMB H H H
3652 CH3 CH3 CD3 H H H
3653 CH3 CH3 CH3 H H H
3654 CH3 CH3 H H H H
3655 CH3 CH3 iPr H H H
3656 CH3 H 2,6DIP CD3 H H
3657 CH3 H 2,6DIP CH3 H H
3658 CH3 H 2,6DIP H CD3 H
3659 CH3 H 2,6DIP H CH3 H
3660 CH3 H 2,6DIP H H CD3
3661 CH3 H 2,6DIP H H CH3
3662 CH3 H 2,6DIP H H H
3663 CH3 H 2,6DMB CD3 H H
3664 CH3 H 2,6DMB CH3 H H
3665 CH3 H 2,6DMB H CD3 H
3666 CH3 H 2,6DMB H CH3 H
3667 CH3 H 2,6DMB H H CD3
3668 CH3 H 2,6DMB H H CH3
3669 CH3 H 2,6DMB H H H
3670 CH3 H CD3 CD3 H H
3671 CH3 H CD3 CH3 H H
3672 CH3 H CD3 H CD3 H
3673 CH3 H CD3 H CH3 H
3674 CH3 H CD3 H H CD3
3675 CH3 H CD3 H H CH3
3676 CH3 H CD3 H H H
3677 CH3 H CH3 CD3 H H
3678 CH3 H CH3 CH3 H H
3679 CH3 H CH3 H CD3 H
3680 CH3 H CH3 H CH3 H
3681 CH3 H CH3 H H CD3
3682 CH3 H CH3 H H CH3
3683 CH3 H CH3 H H H
3684 CH3 H H 2,6DIP H H
3685 CH3 H H 2,6DMB H H
3686 CH3 H H CD3 H H
3687 CH3 H H CH3 H H
3688 CH3 H H H 2,6DIP H
3689 CH3 H H H 2,6DMB H
3690 CH3 H H H CD3 H
3691 CH3 H H H CH3 H
3692 CH3 H H H H 2,6DIP
3693 CH3 H H H H 2,6DMB
3694 CH3 H H H H CD3
3695 CH3 H H H H CH3
3696 CH3 H H H H H
3697 CH3 H H H H iPr
3698 CH3 H H H iPr H
3699 CH3 H H iPr H H
3700 CH3 H iPr CD3 H H
3701 CH3 H iPr CH3 H H
3702 CH3 H iPr H CD3 H
3703 CH3 H iPr H CH3 H
3704 CH3 H iPr H H CD3
3705 CH3 H iPr H H CH3
3706 CH3 H iPr H H H
3707 H 2,6DIP H CD3 H H
3708 H 2,6DIP H CH3 H H
3709 H 2,6DIP H H CD3 H
3710 H 2,6DIP H H CH3 H
3711 H 2,6DIP H H H CD3
3712 H 2,6DIP H H H CH3
3713 H 2,6DIP H H H H
3714 H 2,6DIPB H CD3 H H
3715 H 2,6DIPB H CH3 H H
3716 H 2,6DIPB H H CD3 H
3717 H 2,6DIPB H H CH3 H
3718 H 2,6DIPB H H H CD3
3719 H 2,6DIPB H H H CH3
3720 H 2,6DIPB H H H H
3721 H 2,6DMB H CD3 H H
3722 H 2,6DMB H CH3 H H
3723 H 2,6DMB H H CD3 H
3724 H 2,6DMB H H CH3 H
3725 H 2,6DMB H H H CD3
3726 H 2,6DMB H H H CH3
3727 H 2,6DMB H H H H
3728 H CD3 2,6DIP CD3 H H
3729 H CD3 2,6DIP CH3 H H
3730 H CD3 2,6DIP H CD3 H
3731 H CD3 2,6DIP H CH3 H
3732 H CD3 2,6DIP H H CD3
3733 H CD3 2,6DIP H H CH3
3734 H CD3 2,6DIP H H H
3735 H CD3 2,6DMB CD3 H H
3736 H CD3 2,6DMB CH3 H H
3737 H CD3 2,6DMB H CD3 H
3738 H CD3 2,6DMB H CH3 H
3739 H CD3 2,6DMB H H CD3
3740 H CD3 2,6DMB H H CH3
3741 H CD3 2,6DMB H H H
3742 H CD3 CD3 CD3 H H
3743 H CD3 CD3 CH3 H H
3744 H CD3 CD3 H CD3 H
3745 H CD3 CD3 H CH3 H
3746 H CD3 CD3 H H CD3
3747 H CD3 CD3 H H CH3
3748 H CD3 CD3 H H H
3749 H CD3 CH3 CD3 H H
3750 H CD3 CH3 CH3 H H
3751 H CD3 CH3 H CD3 H
3752 H CD3 CH3 H CH3 H
3753 H CD3 CH3 H H CD3
3754 H CD3 CH3 H H CH3
3755 H CD3 CH3 H H H
3756 H CD3 H 2,6DIP H H
3757 H CD3 H 2,6DMB H H
3758 H CD3 H CD3 H H
3759 H CD3 H CH3 H H
3760 H CD3 H H 2,6DIP H
3761 H CD3 H H 2,6DMB H
3762 H CD3 H H CD3 H
3763 H CD3 H H CH3 H
3764 H CD3 H H H 2,6DIP
3765 H CD3 H H H 2,6DMB
3766 H CD3 H H H CD3
3767 H CD3 H H H CH3
3768 H CD3 H H H H
3769 H CD3 H H H iPr
3770 H CD3 H H iPr H
3771 H CD3 H iPr H H
3772 H CD3 iPr CD3 H H
3773 H CD3 iPr CH3 H H
3774 H CD3 iPr H CD3 H
3775 H CD3 iPr H CH3 H
3776 H CD3 iPr H H CD3
3777 H CD3 iPr H H CH3
3778 H CD3 iPr H H H
3779 H CH3 2,6DIP CD3 H H
3780 H CH3 2,6DIP CH3 H H
3781 H CH3 2,6DIP H CD3 H
3782 H CH3 2,6DIP H CH3 H
3783 H CH3 2,6DIP H H CD3
3784 H CH3 2,6DIP H H CH3
3785 H CH3 2,6DIP H H H
3786 H CH3 2,6DMB CD3 H H
3787 H CH3 2,6DMB CH3 H H
3788 H CH3 2,6DMB H CD3 H
3789 H CH3 2,6DMB H CH3 H
3790 H CH3 2,6DMB H H CD3
3791 H CH3 2,6DMB H H CH3
3792 H CH3 2,6DMB H H H
3793 H CH3 CD3 CD3 H H
3794 H CH3 CD3 CH3 H H
3795 H CH3 CD3 H CD3 H
3796 H CH3 CD3 H CH3 H
3797 H CH3 CD3 H H CD3
3798 H CH3 CD3 H H CH3
3799 H CH3 CD3 H H H
3800 H CH3 CH3 CD3 H H
3801 H CH3 CH3 CH3 H H
3802 H CH3 CH3 H CD3 H
3803 H CH3 CH3 H CH3 H
3804 H CH3 CH3 H H CD3
3805 H CH3 CH3 H H CH3
3806 H CH3 CH3 H H H
3807 H CH3 H 2,6DIP H H
3808 H CH3 H 2,6DMB H H
3809 H CH3 H CD3 H H
3810 H CH3 H CH3 H H
3811 H CH3 H H 2,6DIP H
3812 H CH3 H H 2,6DMB H
3813 H CH3 H H CD3 H
3814 H CH3 H H CH3 H
3815 H CH3 H H H 2,6DIP
3816 H CH3 H H H 2,6DMB
3817 H CH3 H H H CD3
3818 H CH3 H H H CH3
3819 H CH3 H H H H
3820 H CH3 H H H iPr
3821 H CH3 H H iPr H
3822 H CH3 H iPr H H
3823 H CH3 iPr CD3 H H
3824 H CH3 iPr CH3 H H
3825 H CH3 iPr H CD3 H
3826 H CH3 iPr H CH3 H
3827 H CH3 iPr H H CD3
3828 H CH3 iPr H H CH3
3829 H CH3 iPr H H H
3830 H H 2,6DIP CD3 CD3 H
3831 H H 2,6DIP CD3 CH3 H
3832 H H 2,6DIP CD3 H CD3
3833 H H 2,6DIP CD3 H CH3
3834 H H 2,6DIP CD3 H H
3835 H H 2,6DIP CH3 CD3 H
3836 H H 2,6DIP CH3 CH3 H
3837 H H 2,6DIP CH3 H CD3
3838 H H 2,6DIP CH3 H CH3
3839 H H 2,6DIP CH3 H H
3840 H H 2,6DIP H CD3 CD3
3841 H H 2,6DIP H CD3 CH3
3842 H H 2,6DIP H CD3 H
3843 H H 2,6DIP H CH3 CD3
3844 H H 2,6DIP H CH3 CH3
3845 H H 2,6DIP H CH3 H
3846 H H 2,6DIP H H CD3
3847 H H 2,6DIP H H CH3
3848 H H 2,6DIP H H H
3849 H H 2,6DMB CD3 CD3 H
3850 H H 2,6DMB CD3 CH3 H
3851 H H 2,6DMB CD3 H CD3
3852 H H 2,6DMB CD3 H CH3
3853 H H 2,6DMB CD3 H H
3854 H H 2,6DMB CH3 CD3 H
3855 H H 2,6DMB CH3 CH3 H
3856 H H 2,6DMB CH3 H CD3
3857 H H 2,6DMB CH3 H CH3
3858 H H 2,6DMB CH3 H H
3859 H H 2,6DMB H CD3 CD3
3860 H H 2,6DMB H CD3 CH3
3861 H H 2,6DMB H CD3 H
3862 H H 2,6DMB H CH3 CD3
3863 H H 2,6DMB H CH3 CH3
3864 H H 2,6DMB H CH3 H
3865 H H 2,6DMB H H CD3
3866 H H 2,6DMB H H CH3
3867 H H 2,6DMB H H H
3868 H H CD3 CD3 CD3 H
3869 H H CD3 CD3 CH3 H
3870 H H CD3 CD3 H CD3
3871 H H CD3 CD3 H CH3
3872 H H CD3 CD3 H H
3873 H H CD3 CH3 CD3 H
3874 H H CD3 CH3 CH3 H
3875 H H CD3 CH3 H CD3
3876 H H CD3 CH3 H CH3
3877 H H CD3 CH3 H H
3878 H H CD3 H 2,6DIP H
3879 H H CD3 H 2,6DMB H
3880 H H CD3 H CD3 CD3
3881 H H CD3 H CD3 CH3
3882 H H CD3 H CD3 H
3883 H H CD3 H CH3 CD3
3884 H H CD3 H CH3 CH3
3885 H H CD3 H CH3 H
3886 H H CD3 H H 2,6DIP
3887 H H CD3 H H 2,6DMB
3888 H H CD3 H H CD3
3889 H H CD3 H H CH3
3890 H H CD3 H H H
3891 H H CD3 H H iPr
3892 H H CD3 H iPr H
3893 H H CD3 iPr H H
3894 H H CH3 CD3 CD3 H
3895 H H CH3 CD3 CH3 H
3896 H H CH3 CD3 H CD3
3897 H H CH3 CD3 H CH3
3898 H H CH3 CD3 H H
3899 H H CH3 CH3 CD3 H
3900 H H CH3 CH3 CH3 H
3901 H H CH3 CH3 H CD3
3902 H H CH3 CH3 H CH3
3903 H H CH3 CH3 H H
3904 H H CH3 H 2,6DIP H
3905 H H CH3 H 2,6DMB H
3906 H H CH3 H CD3 CD3
3907 H H CH3 H CD3 CH3
3908 H H CH3 H CD3 H
3909 H H CH3 H CH3 CD3
3910 H H CH3 H CH3 CH3
3911 H H CH3 H CH3 H
3912 H H CH3 H H 2,6DIP
3913 H H CH3 H H 2,6DMB
3914 H H CH3 H H CD3
3915 H H CH3 H H CH3
3916 H H CH3 H H H
3917 H H CH3 H H iPr
3918 H H CH3 H iPr H
3919 H H CH3 iPr H H
3920 H H H 2,6DIP H CD3
3921 H H H 2,6DIP H CH3
3922 H H H 2,6DIP H H
3923 H H H 2,6DMB H CD3
3924 H H H 2,6DMB H CH3
3925 H H H 2,6DMB H H
3926 H H H CD3 CD3 H
3927 H H H CD3 CH3 H
3928 H H H CD3 H 2,6DIP
3929 H H H CD3 H 2,6DMB
3930 H H H CD3 H CD3
3931 H H H CD3 H CH3
3932 H H H CD3 H H
3933 H H H CD3 H iPr
3934 H H H CD3 iPr H
3935 H H H CH3 CD3 H
3936 H H H CH3 CH3 H
3937 H H H CH3 H 2,6DIP
3938 H H H CH3 H 2,6DMB
3939 H H H CH3 H CD3
3940 H H H CH3 H CH3
3941 H H H CH3 H H
3942 H H H CH3 H iPr
3943 H H H CH3 iPr H
3944 H H H H 2,6DIP CD3
3945 H H H H 2,6DIP CH3
3946 H H H H 2,6DIP H
3947 H H H H 2,6DMB CD3
3948 H H H H 2,6DMB CH3
3949 H H H H 2,6DMB H
3950 H H H H CD3 2,6DIP
3951 H H H H CD3 2,6DMB
3952 H H H H CD3 CD3
3953 H H H H CD3 CH3
3954 H H H H CD3 H
3955 H H H H CD3 iPr
3956 H H H H CH3 2,6DIP
3957 H H H H CH3 2,6DMB
3958 H H H H CH3 CD3
3959 H H H H CH3 CH3
3960 H H H H CH3 H
3961 H H H H CH3 iPr
3962 H H H H H 2,6DIP
3963 H H H H H 2,6DMB
3964 H H H H H CD3
3965 H H H H H CH3
3966 H H H H H H
3967 H H H H H iPr
3968 H H H H iPr CD3
3969 H H H H iPr CH3
3970 H H H H iPr H
3971 H H H iPr CD3 H
3972 H H H iPr CH3 H
3973 H H H iPr H CD3
3974 H H H iPr H CH3
3975 H H H iPr H H
3976 H H iPr CD3 CD3 H
3977 H H iPr CD3 CH3 H
3978 H H iPr CD3 H CD3
3979 H H iPr CD3 H CH3
3980 H H iPr CD3 H H
3981 H H iPr CH3 CD3 H
3982 H H iPr CH3 CH3 H
3983 H H iPr CH3 H CD3
3984 H H iPr CH3 H CH3
3985 H H iPr CH3 H H
3986 H H iPr H CD3 CD3
3987 H H iPr H CD3 CH3
3988 H H iPr H CD3 H
3989 H H iPr H CH3 CD3
3990 H H iPr H CH3 CH3
3991 H H iPr H CH3 H
3992 H H iPr H H CD3
3993 H H iPr H H CH3
3994 H H iPr H H H
3995 H ph H CD3 H H
3996 H ph H CH3 H H
3997 H ph H H CD3 H
3998 H ph H H CH3 H
3999 H ph H H H CD3
4000 H ph H H H CH3
4001 H ph H H H H
4002 iPr CD3 H H H H
4003 iPr CH3 H H H H
4004 iPr H CD3 H H H
4005 iPr H CH3 H H H
4006 iPr H H CD3 H H
4007 iPr H H CH3 H H
4008 iPr H H H CD3 H
4009 iPr H H H CH3 H
4010 iPr H H H H CD3
4011 iPr H H H H CH3
4012 iPr H H H H H

LA4013 to LA4444 based on structure:
Figure US10476010-20191112-C00017
LA # R11 R2 R12 R31 R33 R34
4013 CD3 CD3 2,6DIP H H H
4014 CD3 CD3 2,6DMB H H H
4015 CD3 CD3 CD3 H H H
4016 CD3 CD3 CH3 H H H
4017 CD3 CD3 H H H H
4018 CD3 CD3 iPr H H H
4019 CD3 CH3 2,6DIP H H H
4020 CD3 CH3 2,6DMB H H H
4021 CD3 CH3 CD3 H H H
4022 CD3 CH3 CH3 H H H
4023 CD3 CH3 H H H H
4024 CD3 CH3 iPr H H H
4025 CD3 H 2,6DIP CD3 H H
4026 CD3 H 2,6DIP CH3 H H
4027 CD3 H 2,6DIP H CD3 H
4028 CD3 H 2,6DIP H CH3 H
4029 CD3 H 2,6DIP H H CD3
4030 CD3 H 2,6DIP H H CH3
4031 CD3 H 2,6DIP H H H
4032 CD3 H 2,6DMB CD3 H H
4033 CD3 H 2,6DMB CH3 H H
4034 CD3 H 2,6DMB H CD3 H
4035 CD3 H 2,6DMB H CH3 H
4036 CD3 H 2,6DMB H H CD3
4037 CD3 H 2,6DMB H H CH3
4038 CD3 H 2,6DMB H H H
4039 CD3 H CD3 CD3 H H
4040 CD3 H CD3 CH3 H H
4041 CD3 H CD3 H CD3 H
4042 CD3 H CD3 H CH3 H
4043 CD3 H CD3 H H CD3
4044 CD3 H CD3 H H CH3
4045 CD3 H CD3 H H H
4046 CD3 H CH3 CD3 H H
4047 CD3 H CH3 CH3 H H
4048 CD3 H CH3 H CD3 H
4049 CD3 H CH3 H CH3 H
4050 CD3 H CH3 H H CD3
4051 CD3 H CH3 H H CH3
4052 CD3 H CH3 H H H
4053 CD3 H H 2,6DIP H H
4054 CD3 H H 2,6DMB H H
4055 CD3 H H CD3 H H
4056 CD3 H H CH3 H H
4057 CD3 H H H 2,6DIP H
4058 CD3 H H H 2,6DMB H
4059 CD3 H H H CD3 H
4060 CD3 H H H CH3 H
4061 CD3 H H H H 2,6DIP
4062 CD3 H H H H 2,6DMB
4063 CD3 H H H H CD3
4064 CD3 H H H H CH3
4065 CD3 H H H H H
4066 CD3 H H H H iPr
4067 CD3 H H H iPr H
4068 CD3 H H iPr H H
4069 CD3 H iPr CD3 H H
4070 CD3 H iPr CH3 H H
4071 CD3 H iPr H CD3 H
4072 CD3 H iPr H CH3 H
4073 CD3 H iPr H H CD3
4074 CD3 H iPr H H CH3
4075 CD3 H iPr H H H
4076 CH3 CD3 2,6DIP H H H
4077 CH3 CD3 2,6DMB H H H
4078 CH3 CD3 CD3 H H H
4079 CH3 CD3 CH3 H H H
4080 CH3 CD3 H H H H
4081 CH3 CD3 iPr H H H
4082 CH3 CH3 2,6DIP H H H
4083 CH3 CH3 2,6DMB H H H
4084 CH3 CH3 CD3 H H H
4085 CH3 CH3 CH3 H H H
4086 CH3 CH3 H H H H
4087 CH3 CH3 iPr H H H
4088 CH3 H 2,6DIP CD3 H H
4089 CH3 H 2,6DIP CH3 H H
4090 CH3 H 2,6DIP H CD3 H
4091 CH3 H 2,6DIP H CH3 H
4092 CH3 H 2,6DIP H H CD3
4093 CH3 H 2,6DIP H H CH3
4094 CH3 H 2,6DIP H H H
4095 CH3 H 2,6DMB CD3 H H
4096 CH3 H 2,6DMB CH3 H H
4097 CH3 H 2,6DMB H CD3 H
4098 CH3 H 2,6DMB H CH3 H
4099 CH3 H 2,6DMB H H CD3
4100 CH3 H 2,6DMB H H CH3
4101 CH3 H 2,6DMB H H H
4102 CH3 H CD3 CD3 H H
4103 CH3 H CD3 CH3 H H
4104 CH3 H CD3 H CD3 H
4105 CH3 H CD3 H CH3 H
4106 CH3 H CD3 H H CD3
4107 CH3 H CD3 H H CH3
4108 CH3 H CD3 H H H
4109 CH3 H CH3 CD3 H H
4110 CH3 H CH3 CH3 H H
4111 CH3 H CH3 H CD3 H
4112 CH3 H CH3 H CH3 H
4113 CH3 H CH3 H H CD3
4114 CH3 H CH3 H H CH3
4115 CH3 H CH3 H H H
4116 CH3 H H 2,6DIP H H
4117 CH3 H H 2,6DMB H H
4118 CH3 H H CD3 H H
4119 CH3 H H CH3 H H
4120 CH3 H H H 2,6DIP H
4121 CH3 H H H 2,6DMB H
4122 CH3 H H H CD3 H
4123 CH3 H H H CH3 H
4124 CH3 H H H H 2,6DIP
4125 CH3 H H H H 2,6DMB
4126 CH3 H H H H CD3
4127 CH3 H H H H CH3
4128 CH3 H H H H H
4129 CH3 H H H H iPr
4130 CH3 H H H iPr H
4131 CH3 H H iPr H H
4132 CH3 H iPr CD3 H H
4133 CH3 H iPr CH3 H H
4134 CH3 H iPr H CD3 H
4135 CH3 H iPr H CH3 H
4136 CH3 H iPr H H CD3
4137 CH3 H iPr H H CH3
4138 CH3 H iPr H H H
4139 H 2,6DIP H CD3 H H
4140 H 2,6DIP H CH3 H H
4141 H 2,6DIP H H CD3 H
4142 H 2,6DIP H H CH3 H
4143 H 2,6DIP H H H CD3
4144 H 2,6DIP H H H CH3
4145 H 2,6DIP H H H H
4146 H 2,6DIPB H CD3 H H
4147 H 2,6DIPB H CH3 H H
4148 H 2,6DIPB H H CD3 H
4149 H 2,6DIPB H H CH3 H
4150 H 2,6DIPB H H H CD3
4151 H 2,6DIPB H H H CH3
4152 H 2,6DIPB H H H H
4153 H 2,6DMB H CD3 H H
4154 H 2,6DMB H CH3 H H
4155 H 2,6DMB H H CD3 H
4156 H 2,6DMB H H CH3 H
4157 H 2,6DMB H H H CD3
4158 H 2,6DMB H H H CH3
4159 H 2,6DMB H H H H
4160 H CD3 2,6DIP CD3 H H
4161 H CD3 2,6DIP CH3 H H
4162 H CD3 2,6DIP H CD3 H
4163 H CD3 2,6DIP H CH3 H
4164 H CD3 2,6DIP H H CD3
4165 H CD3 2,6DIP H H CH3
4166 H CD3 2,6DIP H H H
4167 H CD3 2,6DMB CD3 H H
4168 H CD3 2,6DMB CH3 H H
4169 H CD3 2,6DMB H CD3 H
4170 H CD3 2,6DMB H CH3 H
4171 H CD3 2,6DMB H H CD3
4172 H CD3 2,6DMB H H CH3
4173 H CD3 2,6DMB H H H
4174 H CD3 CD3 CD3 H H
4175 H CD3 CD3 CH3 H H
4176 H CD3 CD3 H CD3 H
4177 H CD3 CD3 H CH3 H
4178 H CD3 CD3 H H CD3
4179 H CD3 CD3 H H CH3
4180 H CD3 CD3 H H H
4181 H CD3 CH3 CD3 H H
4182 H CD3 CH3 CH3 H H
4183 H CD3 CH3 H CD3 H
4184 H CD3 CH3 H CH3 H
4185 H CD3 CH3 H H CD3
4186 H CD3 CH3 H H CH3
4187 H CD3 CH3 H H H
4188 H CD3 H 2,6DIP H H
4189 H CD3 H 2,6DMB H H
4190 H CD3 H CD3 H H
4191 H CD3 H CH3 H H
4192 H CD3 H H 2,6DIP H
4193 H CD3 H H 2,6DMB H
4194 H CD3 H H CD3 H
4195 H CD3 H H CH3 H
4196 H CD3 H H H 2,6DIP
4197 H CD3 H H H 2,6DMB
4198 H CD3 H H H CD3
4199 H CD3 H H H CH3
4200 H CD3 H H H H
4201 H CD3 H H H iPr
4202 H CD3 H H iPr H
4203 H CD3 H iPr H H
4204 H CD3 iPr CD3 H H
4205 H CD3 iPr CH3 H H
4206 H CD3 iPr H CD3 H
4207 H CD3 iPr H CH3 H
4208 H CD3 iPr H H CD3
4209 H CD3 iPr H H CH3
4210 H CD3 iPr H H H
4211 H CH3 2,6DIP CD3 H H
4212 H CH3 2,6DIP CH3 H H
4213 H CH3 2,6DIP H CD3 H
4214 H CH3 2,6DIP H CH3 H
4215 H CH3 2,6DIP H H CD3
4216 H CH3 2,6DIP H H CH3
4217 H CH3 2,6DIP H H H
4218 H CH3 2,6DMB CD3 H H
4219 H CH3 2,6DMB CH3 H H
4220 H CH3 2,6DMB H CD3 H
4221 H CH3 2,6DMB H CH3 H
4222 H CH3 2,6DMB H H CD3
4223 H CH3 2,6DMB H H CH3
4224 H CH3 2,6DMB H H H
4225 H CH3 CD3 CD3 H H
4226 H CH3 CD3 CH3 H H
4227 H CH3 CD3 H CD3 H
4228 H CH3 CD3 H CH3 H
4229 H CH3 CD3 H H CD3
4230 H CH3 CD3 H H CH3
4231 H CH3 CD3 H H H
4232 H CH3 CH3 CD3 H H
4233 H CH3 CH3 CH3 H H
4234 H CH3 CH3 H CD3 H
4235 H CH3 CH3 H CH3 H
4236 H CH3 CH3 H H CD3
4237 H CH3 CH3 H H CH3
4238 H CH3 CH3 H H H
4239 H CH3 H 2,6DIP H H
4240 H CH3 H 2,6DMB H H
4241 H CH3 H CD3 H H
4242 H CH3 H CH3 H H
4243 H CH3 H H 2,6DIP H
4244 H CH3 H H 2,6DMB H
4245 H CH3 H H CD3 H
4246 H CH3 H H CH3 H
4247 H CH3 H H H 2,6DIP
4248 H CH3 H H H 2,6DMB
4249 H CH3 H H H CD3
4250 H CH3 H H H CH3
4251 H CH3 H H H H
4252 H CH3 H H H iPr
4253 H CH3 H H iPr H
4254 H CH3 H iPr H H
4255 H CH3 iPr CD3 H H
4256 H CH3 iPr CH3 H H
4257 H CH3 iPr H CD3 H
4258 H CH3 iPr H CH3 H
4259 H CH3 iPr H H CD3
4260 H CH3 iPr H H CH3
4261 H CH3 iPr H H H
4262 H H 2,6DIP CD3 CD3 H
4263 H H 2,6DIP CD3 CH3 H
4264 H H 2,6DIP CD3 H CD3
4265 H H 2,6DIP CD3 H CH3
4266 H H 2,6DIP CD3 H H
4267 H H 2,6DIP CH3 CD3 H
4268 H H 2,6DIP CH3 CH3 H
4269 H H 2,6DIP CH3 H CD3
4270 H H 2,6DIP CH3 H CH3
4271 H H 2,6DIP CH3 H H
4272 H H 2,6DIP H CD3 CD3
4273 H H 2,6DIP H CD3 CH3
4274 H H 2,6DIP H CD3 H
4275 H H 2,6DIP H CH3 CD3
4276 H H 2,6DIP H CH3 CH3
4277 H H 2,6DIP H CH3 H
4278 H H 2,6DIP H H CD3
4279 H H 2,6DIP H H CH3
4280 H H 2,6DIP H H H
4281 H H 2,6DMB CD3 CD3 H
4282 H H 2,6DMB CD3 CH3 H
4283 H H 2,6DMB CD3 H CD3
4284 H H 2,6DMB CD3 H CH3
4285 H H 2,6DMB CD3 H H
4286 H H 2,6DMB CH3 CD3 H
4287 H H 2,6DMB CH3 CH3 H
4288 H H 2,6DMB CH3 H CD3
4289 H H 2,6DMB CH3 H CH3
4290 H H 2,6DMB CH3 H H
4291 H H 2,6DMB H CD3 CD3
4292 H H 2,6DMB H CD3 CH3
4293 H H 2,6DMB H CD3 H
4294 H H 2,6DMB H CH3 CD3
4295 H H 2,6DMB H CH3 CH3
4296 H H 2,6DMB H CH3 H
4297 H H 2,6DMB H H CD3
4298 H H 2,6DMB H H CH3
4299 H H 2,6DMB H H H
4300 H H CD3 CD3 CD3 H
4301 H H CD3 CD3 CH3 H
4302 H H CD3 CD3 H CD3
4303 H H CD3 CD3 H CH3
4304 H H CD3 CD3 H H
4305 H H CD3 CH3 CD3 H
4306 H H CD3 CH3 CH3 H
4307 H H CD3 CH3 H CD3
4308 H H CD3 CH3 H CH3
4309 H H CD3 CH3 H H
4310 H H CD3 H 2,6DIP H
4311 H H CD3 H 2,6DMB H
4312 H H CD3 H CD3 CD3
4313 H H CD3 H CD3 CH3
4314 H H CD3 H CD3 H
4315 H H CD3 H CH3 CD3
4316 H H CD3 H CH3 CH3
4317 H H CD3 H CH3 H
4318 H H CD3 H H 2,6DIP
4319 H H CD3 H H 2,6DMB
4320 H H CD3 H H CD3
4321 H H CD3 H H CH3
4322 H H CD3 H H H
4323 H H CD3 H H iPr
4324 H H CD3 H iPr H
4325 H H CD3 iPr H H
4326 H H CH3 CD3 CD3 H
4327 H H CH3 CD3 CH3 H
4328 H H CH3 CD3 H CD3
4329 H H CH3 CD3 H CH3
4330 H H CH3 CD3 H H
4331 H H CH3 CH3 CD3 H
4332 H H CH3 CH3 CH3 H
4333 H H CH3 CH3 H CD3
4334 H H CH3 CH3 H CH3
4335 H H CH3 CH3 H H
4336 H H CH3 H 2,6DIP H
4337 H H CH3 H 2,6DMB H
4338 H H CH3 H CD3 CD3
4339 H H CH3 H CD3 CH3
4340 H H CH3 H CD3 H
4341 H H CH3 H CH3 CD3
4342 H H CH3 H CH3 CH3
4343 H H CH3 H CH3 H
4344 H H CH3 H H 2,6DIP
4345 H H CH3 H H 2,6DMB
4346 H H CH3 H H CD3
4347 H H CH3 H H CH3
4348 H H CH3 H H H
4349 H H CH3 H H iPr
4350 H H CH3 H iPr H
4351 H H CH3 iPr H H
4352 H H H 2,6DIP CD3 H
4353 H H H 2,6DIP CH3 H
4354 H H H 2,6DIP H CD3
4355 H H H 2,6DIP H CH3
4356 H H H 2,6DIP H H
4357 H H H 2,6DMB CD3 H
4358 H H H 2,6DMB CH3 H
4359 H H H 2,6DMB H CD3
4360 H H H 2,6DMB H CH3
4361 H H H 2,6DMB H H
4362 H H H CD3 2,6DIP H
4363 H H H CD3 2,6DMB H
4364 H H H CD3 CD3 H
4365 H H H CD3 CH3 H
4366 H H H CD3 H 2,6DIP
4367 H H H CD3 H 2,6DMB
4368 H H H CD3 H CD3
4369 H H H CD3 H CH3
4370 H H H CD3 H H
4371 H H H CD3 H iPr
4372 H H H CD3 iPr H
4373 H H H CH3 2,6DIP H
4374 H H H CH3 2,6DMB H
4375 H H H CH3 CD3 H
4376 H H H CH3 CH3 H
4377 H H H CH3 H 2,6DIP
4378 H H H CH3 H 2,6DMB
4379 H H H CH3 H CD3
4380 H H H CH3 H CH3
4381 H H H CH3 H H
4382 H H H CH3 H iPr
4383 H H H CH3 iPr H
4384 H H H H 2,6DIP H
4385 H H H H 2,6DMB H
4386 H H H H CD3 CD3
4387 H H H H CD3 CH3
4388 H H H H CD3 H
4389 H H H H CD3 iPr
4390 H H H H CH3 CD3
4391 H H H H CH3 CH3
4392 H H H H CH3 H
4393 H H H H CH3 iPr
4394 H H H H H 2,6DIP
4395 H H H H H 2,6DMB
4396 H H H H H CD3
4397 H H H H H CH3
4398 H H H H H H
4399 H H H H H iPr
4400 H H H H iPr CD3
4401 H H H H iPr CH3
4402 H H H H iPr H
4403 H H H iPr CD3 H
4404 H H H iPr CH3 H
4405 H H H iPr H CD3
4406 H H H iPr H CH3
4407 H H H iPr H H
4408 H H iPr CD3 CD3 H
4409 H H iPr CD3 CH3 H
4410 H H iPr CD3 H CD3
4411 H H iPr CD3 H CH3
4412 H H iPr CD3 H H
4413 H H iPr CH3 CD3 H
4414 H H iPr CH3 CH3 H
4415 H H iPr CH3 H CD3
4416 H H iPr CH3 H CH3
4417 H H iPr CH3 H H
4418 H H iPr H CD3 CD3
4419 H H iPr H CD3 CH3
4420 H H iPr H CD3 H
4421 H H iPr H CH3 CD3
4422 H H iPr H CH3 CH3
4423 H H iPr H CH3 H
4424 H H iPr H H CD3
4425 H H iPr H H CH3
4426 H H iPr H H H
4427 H ph H CD3 H H
4428 H ph H CH3 H H
4429 H ph H H CD3 H
4430 H ph H H CH3 H
4431 H ph H H H CD3
4432 H ph H H H CH3
4433 H ph H H H H
4434 iPr CD3 H H H H
4435 iPr CH3 H H H H
4436 iPr H CD3 H H H
4437 iPr H CH3 H H H
4438 iPr H H CD3 H H
4439 iPr H H CH3 H H
4440 iPr H H H CD3 H
4441 iPr H H H CH3 H
4442 iPr H H H H CD3
4443 iPr H H H H CH3
4444 iPr H H H H H

LA4445 to LA4872 based on structure:
Figure US10476010-20191112-C00018
LA # R11 R2 R12 R32 R33 R34
4445 CD3 CD3 2,6DIP H H H
4446 CD3 CD3 2,6DMB H H H
4447 CD3 CD3 CD3 H H H
4448 CD3 CD3 CH3 H H H
4449 CD3 CD3 H H H H
4450 CD3 CD3 iPr H H H
4451 CD3 CH3 2,6DIP H H H
4452 CD3 CH3 2,6DMB H H H
4453 CD3 CH3 CD3 H H H
4454 CD3 CH3 CH3 H H H
4455 CD3 CH3 H H H H
4456 CD3 CH3 iPr H H H
4457 CD3 H 2,6DIP CD3 H H
4458 CD3 H 2,6DIP CH3 H H
4459 CD3 H 2,6DIP H CD3 H
4460 CD3 H 2,6DIP H CH3 H
4461 CD3 H 2,6DIP H H CD3
4462 CD3 H 2,6DIP H H CH3
4463 CD3 H 2,6DIP H H H
4464 CD3 H 2,6DMB CD3 H H
4465 CD3 H 2,6DMB CH3 H H
4466 CD3 H 2,6DMB H CD3 H
4467 CD3 H 2,6DMB H CH3 H
4468 CD3 H 2,6DMB H H CD3
4469 CD3 H 2,6DMB H H CH3
4470 CD3 H 2,6DMB H H H
4471 CD3 H CD3 CD3 H H
4472 CD3 H CD3 CH3 H H
4473 CD3 H CD3 H CD3 H
4474 CD3 H CD3 H CH3 H
4475 CD3 H CD3 H H CD3
4476 CD3 H CD3 H H CH3
4477 CD3 H CD3 H H H
4478 CD3 H CH3 CD3 H H
4479 CD3 H CH3 CH3 H H
4480 CD3 H CH3 H CD3 H
4481 CD3 H CH3 H CH3 H
4482 CD3 H CH3 H H CD3
4483 CD3 H CH3 H H CH3
4484 CD3 H CH3 H H H
4485 CD3 H H 2,6DIP H H
4486 CD3 H H 2,6DMB H H
4487 CD3 H H CD3 H H
4488 CD3 H H CH3 H H
4489 CD3 H H H 2,6DIP H
4490 CD3 H H H 2,6DMB H
4491 CD3 H H H CD3 H
4492 CD3 H H H CH3 H
4493 CD3 H H H H 2,6DIP
4494 CD3 H H H H 2,6DMB
4495 CD3 H H H H CD3
4496 CD3 H H H H CH3
4497 CD3 H H H H H
4498 CD3 H H H H iPr
4499 CD3 H H H iPr H
4500 CD3 H H iPr H H
4501 CD3 H iPr CD3 H H
4502 CD3 H iPr CH3 H H
4503 CD3 H iPr H CD3 H
4504 CD3 H iPr H CH3 H
4505 CD3 H iPr H H CD3
4506 CD3 H iPr H H CH3
4507 CD3 H iPr H H H
4508 CH3 CD3 2,6DIP H H H
4509 CH3 CD3 2,6DMB H H H
4510 CH3 CD3 CD3 H H H
4511 CH3 CD3 CH3 H H H
4512 CH3 CD3 H H H H
4513 CH3 CD3 iPr H H H
4514 CH3 CH3 2,6DIP H H H
4515 CH3 CH3 2,6DMB H H H
4516 CH3 CH3 CD3 H H H
4517 CH3 CH3 CH3 H H H
4518 CH3 CH3 H H H H
4519 CH3 CH3 iPr H H H
4520 CH3 H 2,6DIP CD3 H H
4521 CH3 H 2,6DIP CH3 H H
4522 CH3 H 2,6DIP H CD3 H
4523 CH3 H 2,6DIP H CH3 H
4524 CH3 H 2,6DIP H H CD3
4525 CH3 H 2,6DIP H H CH3
4526 CH3 H 2,6DIP H H H
4527 CH3 H 2,6DMB CD3 H H
4528 CH3 H 2,6DMB CH3 H H
4529 CH3 H 2,6DMB H CD3 H
4530 CH3 H 2,6DMB H CH3 H
4531 CH3 H 2,6DMB H H CD3
4532 CH3 H 2,6DMB H H CH3
4533 CH3 H 2,6DMB H H H
4534 CH3 H CD3 CD3 H H
4535 CH3 H CD3 CH3 H H
4536 CH3 H CD3 H CD3 H
4537 CH3 H CD3 H CH3 H
4538 CH3 H CD3 H H CD3
4539 CH3 H CD3 H H CH3
4540 CH3 H CD3 H H H
4541 CH3 H CH3 CD3 H H
4542 CH3 H CH3 CH3 H H
4543 CH3 H CH3 H CD3 H
4544 CH3 H CH3 H CH3 H
4545 CH3 H CH3 H H CD3
4546 CH3 H CH3 H H CH3
4547 CH3 H CH3 H H H
4548 CH3 H H 2,6DIP H H
4549 CH3 H H 2,6DMB H H
4550 CH3 H H CD3 H H
4551 CH3 H H CH3 H H
4552 CH3 H H H 2,6DIP H
4553 CH3 H H H 2,6DMB H
4554 CH3 H H H CD3 H
4555 CH3 H H H CH3 H
4556 CH3 H H H H 2,6DIP
4557 CH3 H H H H 2,6DMB
4558 CH3 H H H H CD3
4559 CH3 H H H H CH3
4560 CH3 H H H H H
4561 CH3 H H H H iPr
4562 CH3 H H H iPr H
4563 CH3 H H iPr H H
4564 CH3 H iPr CD3 H H
4565 CH3 H iPr CH3 H H
4566 CH3 H iPr H CD3 H
4567 CH3 H iPr H CH3 H
4568 CH3 H iPr H H CD3
4569 CH3 H iPr H H CH3
4570 CH3 H iPr H H H
4571 H 2,6DIP H CD3 H H
4572 H 2,6DIP H CH3 H H
4573 H 2,6DIP H H CD3 H
4574 H 2,6DIP H H CH3 H
4575 H 2,6DIP H H H CD3
4576 H 2,6DIP H H H CH3
4577 H 2,6DIP H H H H
4578 H 2,6DIPB H CD3 H H
4579 H 2,6DIPB H CH3 H H
4580 H 2,6DIPB H H CD3 H
4581 H 2,6DIPB H H CH3 H
4582 H 2,6DIPB H H H CD3
4583 H 2,6DIPB H H H CH3
4584 H 2,6DIPB H H H H
4585 H 2,6DMB H CD3 H H
4586 H 2,6DMB H CH3 H H
4587 H 2,6DMB H H CD3 H
4588 H 2,6DMB H H CH3 H
4589 H 2,6DMB H H H CD3
4590 H 2,6DMB H H H CH3
4591 H 2,6DMB H H H H
4592 H CD3 2,6DIP CD3 H H
4593 H CD3 2,6DIP CH3 H H
4594 H CD3 2,6DIP H CD3 H
4595 H CD3 2,6DIP H CH3 H
4596 H CD3 2,6DIP H H CD3
4597 H CD3 2,6DIP H H CH3
4598 H CD3 2,6DIP H H H
4599 H CD3 2,6DMB CD3 H H
4600 H CD3 2,6DMB CH3 H H
4601 H CD3 2,6DMB H CD3 H
4602 H CD3 2,6DMB H CH3 H
4603 H CD3 2,6DMB H H CD3
4604 H CD3 2,6DMB H H CH3
4605 H CD3 2,6DMB H H H
4606 H CD3 CD3 CD3 H H
4607 H CD3 CD3 CH3 H H
4608 H CD3 CD3 H CD3 H
4609 H CD3 CD3 H CH3 H
4610 H CD3 CD3 H H CD3
4611 H CD3 CD3 H H CH3
4612 H CD3 CD3 H H H
4613 H CD3 CH3 CD3 H H
4614 H CD3 CH3 CH3 H H
4615 H CD3 CH3 H CD3 H
4616 H CD3 CH3 H CH3 H
4617 H CD3 CH3 H H CD3
4618 H CD3 CH3 H H CH3
4619 H CD3 CH3 H H H
4620 H CD3 H 2,6DIP H H
4621 H CD3 H 2,6DMB H H
4622 H CD3 H CD3 H H
4623 H CD3 H CH3 H H
4624 H CD3 H H 2,6DIP H
4625 H CD3 H H 2,6DMB H
4626 H CD3 H H CD3 H
4627 H CD3 H H CH3 H
4628 H CD3 H H H 2,6DIP
4629 H CD3 H H H 2,6DMB
4630 H CD3 H H H CD3
4631 H CD3 H H H CH3
4632 H CD3 H H H H
4633 H CD3 H H H iPr
4634 H CD3 H H iPr H
4635 H CD3 H iPr H H
4636 H CD3 iPr CD3 H H
4637 H CD3 iPr CH3 H H
4638 H CD3 iPr H CD3 H
4639 H CD3 iPr H CH3 H
4640 H CD3 iPr H H CD3
4641 H CD3 iPr H H CH3
4642 H CD3 iPr H H H
4643 H CH3 2,6DIP CD3 H H
4644 H CH3 2,6DIP CH3 H H
4645 H CH3 2,6DIP H CD3 H
4646 H CH3 2,6DIP H CH3 H
4647 H CH3 2,6DIP H H CD3
4648 H CH3 2,6DIP H H CH3
4649 H CH3 2,6DIP H H H
4650 H CH3 2,6DMB CD3 H H
4651 H CH3 2,6DMB CH3 H H
4652 H CH3 2,6DMB H CD3 H
4653 H CH3 2,6DMB H CH3 H
4654 H CH3 2,6DMB H H CD3
4655 H CH3 2,6DMB H H CH3
4656 H CH3 2,6DMB H H H
4657 H CH3 CD3 CD3 H H
4658 H CH3 CD3 CH3 H H
4659 H CH3 CD3 H CD3 H
4660 H CH3 CD3 H CH3 H
4661 H CH3 CD3 H H CD3
4662 H CH3 CD3 H H CH3
4663 H CH3 CD3 H H H
4664 H CH3 CH3 CD3 H H
4665 H CH3 CH3 CH3 H H
4666 H CH3 CH3 H CD3 H
4667 H CH3 CH3 H CH3 H
4668 H CH3 CH3 H H CD3
4669 H CH3 CH3 H H CH3
4670 H CH3 CH3 H H H
4671 H CH3 H 2,6DIP H H
4672 H CH3 H 2,6DMB H H
4673 H CH3 H CD3 H H
4674 H CH3 H CH3 H H
4675 H CH3 H H 2,6DIP H
4676 H CH3 H H 2,6DMB H
4677 H CH3 H H CD3 H
4678 H CH3 H H CH3 H
4679 H CH3 H H H 2,6DIP
4680 H CH3 H H H 2,6DMB
4681 H CH3 H H H CD3
4682 H CH3 H H H CH3
4683 H CH3 H H H H
4684 H CH3 H H H iPr
4685 H CH3 H H iPr H
4686 H CH3 H iPr H H
4687 H CH3 iPr CD3 H H
4688 H CH3 iPr CH3 H H
4689 H CH3 iPr H CD3 H
4690 H CH3 iPr H CH3 H
4691 H CH3 iPr H H CD3
4692 H CH3 iPr H H CH3
4693 H CH3 iPr H H H
4694 H H 2,6DIP CD3 CD3 H
4695 H H 2,6DIP CD3 CH3 H
4696 H H 2,6DIP CD3 H CD3
4697 H H 2,6DIP CD3 H CH3
4698 H H 2,6DIP CD3 H H
4699 H H 2,6DIP CH3 CD3 H
4700 H H 2,6DIP CH3 CH3 H
4701 H H 2,6DIP CH3 H CD3
4702 H H 2,6DIP CH3 H CH3
4703 H H 2,6DIP CH3 H H
4704 H H 2,6DIP H CD3 CD3
4705 H H 2,6DIP H CD3 CH3
4706 H H 2,6DIP H CD3 H
4707 H H 2,6DIP H CH3 CD3
4708 H H 2,6DIP H CH3 CH3
4709 H H 2,6DIP H CH3 H
4710 H H 2,6DIP H H CD3
4711 H H 2,6DIP H H CH3
4712 H H 2,6DIP H H H
4713 H H 2,6DMB CD3 CD3 H
4714 H H 2,6DMB CD3 CH3 H
4715 H H 2,6DMB CD3 H CD3
4716 H H 2,6DMB CD3 H CH3
4717 H H 2,6DMB CD3 H H
4718 H H 2,6DMB CH3 CD3 H
4719 H H 2,6DMB CH3 CH3 H
4720 H H 2,6DMB CH3 H CD3
4721 H H 2,6DMB CH3 H CH3
4722 H H 2,6DMB CH3 H H
4723 H H 2,6DMB H CD3 CD3
4724 H H 2,6DMB H CD3 CH3
4725 H H 2,6DMB H CD3 H
4726 H H 2,6DMB H CH3 CD3
4727 H H 2,6DMB H CH3 CH3
4728 H H 2,6DMB H CH3 H
4729 H H 2,6DMB H H CD3
4730 H H 2,6DMB H H CH3
4731 H H 2,6DMB H H H
4732 H H CD3 2,6DIP H H
4733 H H CD3 2,6DMB H H
4734 H H CD3 CD3 CD3 H
4735 H H CD3 CD3 CH3 H
4736 H H CD3 CD3 H CD3
4737 H H CD3 CD3 H CH3
4738 H H CD3 CD3 H H
4739 H H CD3 CH3 CD3 H
4740 H H CD3 CH3 CH3 H
4741 H H CD3 CH3 H CD3
4742 H H CD3 CH3 H CH3
4743 H H CD3 CH3 H H
4744 H H CD3 H 2,6DIP H
4745 H H CD3 H 2,6DMB H
4746 H H CD3 H CD3 CD3
4747 H H CD3 H CD3 CH3
4748 H H CD3 H CD3 H
4749 H H CD3 H CH3 CD3
4750 H H CD3 H CH3 CH3
4751 H H CD3 H CH3 H
4752 H H CD3 H H 2,6DIP
4753 H H CD3 H H 2,6DMB
4754 H H CD3 H H CD3
4755 H H CD3 H H CH3
4756 H H CD3 H H H
4757 H H CD3 H H iPr
4758 H H CD3 H iPr H
4759 H H CD3 iPr H H
4760 H H CH3 2,6DIP H H
4761 H H CH3 2,6DMB H H
4762 H H CH3 CD3 CD3 H
4763 H H CH3 CD3 CH3 H
4764 H H CH3 CD3 H CD3
4765 H H CH3 CD3 H CH3
4766 H H CH3 CD3 H H
4767 H H CH3 CH3 CD3 H
4768 H H CH3 CH3 CH3 H
4769 H H CH3 CH3 H CD3
4770 H H CH3 CH3 H CH3
4771 H H CH3 CH3 H H
4772 H H CH3 H 2,6DIP H
4773 H H CH3 H 2,6DMB H
4774 H H CH3 H CD3 CD3
4775 H H CH3 H CD3 CH3
4776 H H CH3 H CD3 H
4777 H H CH3 H CH3 CD3
4778 H H CH3 H CH3 CH3
4779 H H CH3 H CH3 H
4780 H H CH3 H H 2,6DIP
4781 H H CH3 H H 2,6DMB
4782 H H CH3 H H CD3
4783 H H CH3 H H CH3
4784 H H CH3 H H H
4785 H H CH3 H H iPr
4786 H H CH3 H iPr H
4787 H H CH3 iPr H H
4788 H H H 2,6DIP H CD3
4789 H H H 2,6DIP H CH3
4790 H H H 2,6DIP H H
4791 H H H 2,6DMB H CD3
4792 H H H 2,6DMB H CH3
4793 H H H 2,6DMB H H
4794 H H H CD3 CD3 H
4795 H H H CD3 CH3 H
4796 H H H CD3 H 2,6DIP
4797 H H H CD3 H 2,6DMB
4798 H H H CD3 H CD3
4799 H H H CD3 H CH3
4800 H H H CD3 H H
4801 H H H CD3 H iPr
4802 H H H CD3 iPr H
4803 H H H CH3 CD3 H
4804 H H H CH3 CH3 H
4805 H H H CH3 H 2,6DIP
4806 H H H CH3 H 2,6DMB
4807 H H H CH3 H CD3
4808 H H H CH3 H CH3
4809 H H H CH3 H H
4810 H H H CH3 H iPr
4811 H H H CH3 iPr H
4812 H H H H 2,6DIP H
4813 H H H H 2,6DMB H
4814 H H H H CD3 CD3
4815 H H H H CD3 CH3
4816 H H H H CD3 H
4817 H H H H CD3 iPr
4818 H H H H CH3 CD3
4819 H H H H CH3 CH3
4820 H H H H CH3 H
4821 H H H H CH3 iPr
4822 H H H H H 2,6DIP
4823 H H H H H 2,6DMB
4824 H H H H H CD3
4825 H H H H H CH3
4826 H H H H H H
4827 H H H H H iPr
4828 H H H H iPr CD3
4829 H H H H iPr CH3
4830 H H H H iPr H
4831 H H H iPr CD3 H
4832 H H H iPr CH3 H
4833 H H H iPr H CD3
4834 H H H iPr H CH3
4835 H H H iPr H H
4836 H H iPr CD3 CD3 H
4837 H H iPr CD3 CH3 H
4838 H H iPr CD3 H CD3
4839 H H iPr CD3 H CH3
4840 H H iPr CD3 H H
4841 H H iPr CH3 CD3 H
4842 H H iPr CH3 CH3 H
4843 H H iPr CH3 H CD3
4844 H H iPr CH3 H CH3
4845 H H iPr CH3 H H
4846 H H iPr H CD3 CD3
4847 H H iPr H CD3 CH3
4848 H H iPr H CD3 H
4849 H H iPr H CH3 CD3
4850 H H iPr H CH3 CH3
4851 H H iPr H CH3 H
4852 H H iPr H H CD3
4853 H H iPr H H CH3
4854 H H iPr H H H
4855 H ph H CD3 H H
4856 H ph H CH3 H H
4857 H ph H H CD3 H
4858 H ph H H CH3 H
4859 H ph H H H CD3
4860 H ph H H H CH3
4861 H ph H H H H
4862 iPr CD3 H H H H
4863 iPr CH3 H H H H
4864 iPr H CD3 H H H
4865 iPr H CH3 H H H
4866 iPr H H CD3 H H
4867 iPr H H CH3 H H
4868 iPr H H H CD3 H
4869 iPr H H H CH3 H
4870 iPr H H H H CD3
4871 iPr H H H H CH3
4872 iPr H H H H H

LA4873 to LA5487 based on structure:
Figure US10476010-20191112-C00019
LA # R11 R12 R2 R31 R32 R33 R34
4873 CD3 CD3 2,6DIP H H H H
4874 CD3 CD3 2,6DMB H H H H
4875 CD3 CD3 CD3 H H H H
4876 CD3 CD3 CH3 H H H H
4877 CD3 CD3 H H H H H
4878 CD3 CD3 iPr H H H H
4879 CD3 CH3 2,6DIP H H H H
4880 CD3 CH3 2,6DMB H H H H
4881 CD3 CH3 CD3 H H H H
4882 CD3 CH3 CH3 H H H H
4883 CD3 CH3 H H H H H
4884 CD3 CH3 iPr H H H H
4885 CD3 H 2,6DIP CD3 H H H
4886 CD3 H 2,6DIP CH3 H H H
4887 CD3 H 2,6DIP H CD3 H H
4888 CD3 H 2,6DIP H CH3 H H
4889 CD3 H 2,6DIP H H CD3 H
4890 CD3 H 2,6DIP H H CH3 H
4891 CD3 H 2,6DIP H H H CD3
4892 CD3 H 2,6DIP H H H CH3
4893 CD3 H 2,6DIP H H H H
4894 CD3 H 2,6DMB CD3 H H H
4895 CD3 H 2,6DMB CH3 H H H
4896 CD3 H 2,6DMB H CD3 H H
4897 CD3 H 2,6DMB H CH3 H H
4898 CD3 H 2,6DMB H H CD3 H
4899 CD3 H 2,6DMB H H CH3 H
4900 CD3 H 2,6DMB H H H CD3
4901 CD3 H 2,6DMB H H H CH3
4902 CD3 H 2,6DMB H H H H
4903 CD3 H CD3 CD3 H H H
4904 CD3 H CD3 CH3 H H H
4905 CD3 H CD3 H CD3 H H
4906 CD3 H CD3 H CH3 H H
4907 CD3 H CD3 H H CD3 H
4908 CD3 H CD3 H H CH3 H
4909 CD3 H CD3 H H H CD3
4910 CD3 H CD3 H H H CH3
4911 CD3 H CD3 H H H H
4912 CD3 H CH3 CD3 H H H
4913 CD3 H CH3 CH3 H H H
4914 CD3 H CH3 H CD3 H H
4915 CD3 H CH3 H CH3 H H
4916 CD3 H CH3 H H CD3 H
4917 CD3 H CH3 H H CH3 H
4918 CD3 H CH3 H H H CD3
4919 CD3 H CH3 H H H CH3
4920 CD3 H CH3 H H H H
4921 CD3 H H 2,6DIP H H H
4922 CD3 H H 2,6DMB H H H
4923 CD3 H H CD3 H H H
4924 CD3 H H CH3 H H H
4925 CD3 H H H 2,6DIP H H
4926 CD3 H H H 2,6DMB H H
4927 CD3 H H H CD3 H H
4928 CD3 H H H CH3 H H
4929 CD3 H H H H 2,6DIP H
4930 CD3 H H H H 2,6DMB H
4931 CD3 H H H H CD3 H
4932 CD3 H H H H CH3 H
4933 CD3 H H H H H 2,6DIP
4934 CD3 H H H H H 2,6DMB
4935 CD3 H H H H H CD3
4936 CD3 H H H H H CH3
4937 CD3 H H H H H H
4938 CD3 H H H H H iPr
4939 CD3 H H H H iPr H
4940 CD3 H H H iPr H H
4941 CD3 H H iPr H H H
4942 CD3 H iPr CD3 H H H
4943 CD3 H iPr CH3 H H H
4944 CD3 H iPr H CD3 H H
4945 CD3 H iPr H CH3 H H
4946 CD3 H iPr H H CD3 H
4947 CD3 H iPr H H CH3 H
4948 CD3 H iPr H H H CD3
4949 CD3 H iPr H H H CH3
4950 CD3 H iPr H H H H
4951 CH3 CD3 2,6DIP H H H H
4952 CH3 CD3 2,6DMB H H H H
4953 CH3 CD3 CD3 H H H H
4954 CH3 CD3 CH3 H H H H
4955 CH3 CD3 H H H H H
4956 CH3 CD3 iPr H H H H
4957 CH3 CH3 2,6DIP H H H H
4958 CH3 CH3 2,6DMB H H H H
4959 CH3 CH3 CD3 H H H H
4960 CH3 CH3 CH3 H H H H
4961 CH3 CH3 H H H H H
4962 CH3 CH3 iPr H H H H
4963 CH3 H 2,6DIP CD3 H H H
4964 CH3 H 2,6DIP CH3 H H H
4965 CH3 H 2,6DIP H CD3 H H
4966 CH3 H 2,6DIP H CH3 H H
4967 CH3 H 2,6DIP H H CD3 H
4968 CH3 H 2,6DIP H H CH3 H
4969 CH3 H 2,6DIP H H H CD3
4970 CH3 H 2,6DIP H H H CH3
4971 CH3 H 2,6DIP H H H H
4972 CH3 H 2,6DMB CD3 H H H
4973 CH3 H 2,6DMB CH3 H H H
4974 CH3 H 2,6DMB H CD3 H H
4975 CH3 H 2,6DMB H CH3 H H
4976 CH3 H 2,6DMB H H CD3 H
4977 CH3 H 2,6DMB H H CH3 H
4978 CH3 H 2,6DMB H H H CD3
4979 CH3 H 2,6DMB H H H CH3
4980 CH3 H 2,6DMB H H H H
4981 CH3 H CD3 CD3 H H H
4982 CH3 H CD3 CH3 H H H
4983 CH3 H CD3 H CD3 H H
4984 CH3 H CD3 H CH3 H H
4985 CH3 H CD3 H H CD3 H
4986 CH3 H CD3 H H CH3 H
4987 CH3 H CD3 H H H CD3
4988 CH3 H CD3 H H H CH3
4989 CH3 H CD3 H H H H
4990 CH3 H CH3 CD3 H H H
4991 CH3 H CH3 CH3 H H H
4992 CH3 H CH3 H CD3 H H
4993 CH3 H CH3 H CH3 H H
4994 CH3 H CH3 H H CD3 H
4995 CH3 H CH3 H H CH3 H
4996 CH3 H CH3 H H H CD3
4997 CH3 H CH3 H H H CH3
4998 CH3 H CH3 H H H H
4999 CH3 H H 2,6DIP H H H
5000 CH3 H H 2,6DMB H H H
5001 CH3 H H CD3 H H H
5002 CH3 H H CH3 H H H
5003 CH3 H H H 2,6DIP H H
5004 CH3 H H H 2,6DMB H H
5005 CH3 H H H CD3 H H
5006 CH3 H H H CH3 H H
5007 CH3 H H H H 2,6DIP H
5008 CH3 H H H H 2,6DMB H
5009 CH3 H H H H CD3 H
5010 CH3 H H H H CH3 H
5011 CH3 H H H H H 2,6DIP
5012 CH3 H H H H H 2,6DMB
5013 CH3 H H H H H CD3
5014 CH3 H H H H H CH3
5015 CH3 H H H H H H
5016 CH3 H H H H H iPr
5017 CH3 H H H H iPr H
5018 CH3 H H H iPr H H
5019 CH3 H H iPr H H H
5020 CH3 H iPr CD3 H H H
5021 CH3 H iPr CH3 H H H
5022 CH3 H iPr H CD3 H H
5023 CH3 H iPr H CH3 H H
5024 CH3 H iPr H H CD3 H
5025 CH3 H iPr H H CH3 H
5026 CH3 H iPr H H H CD3
5027 CH3 H iPr H H H CH3
5028 CH3 H iPr H H H H
5029 H 2,6DIP H CD3 H H H
5030 H 2,6DIP H CH3 H H H
5031 H 2,6DIP H H CD3 H H
5032 H 2,6DIP H H CH3 H H
5033 H 2,6DIP H H H CD3 H
5034 H 2,6DIP H H H CH3 H
5035 H 2,6DIP H H H H CD3
5036 H 2,6DIP H H H H CH3
5037 H 2,6DIP H H H H H
5038 H 2,6DIPB H CD3 H H H
5039 H 2,6DIPB H CH3 H H H
5040 H 2,6DIPB H H CD3 H H
5041 H 2,6DIPB H H CH3 H H
5042 H 2,6DIPB H H H CD3 H
5043 H 2,6DIPB H H H CH3 H
5044 H 2,6DIPB H H H H CD3
5045 H 2,6DIPB H H H H CH3
5046 H 2,6DIPB H H H H H
5047 H 2,6DMB H CD3 H H H
5048 H 2,6DMB H CH3 H H H
5049 H 2,6DMB H H CD3 H H
5050 H 2,6DMB H H CH3 H H
5051 H 2,6DMB H H H CD3 H
5052 H 2,6DMB H H H CH3 H
5053 H 2,6DMB H H H H CD3
5054 H 2,6DMB H H H H CH3
5055 H 2,6DMB H H H H H
5056 H CD3 2,6DIP CD3 H H H
5057 H CD3 2,6DIP CH3 H H H
5058 H CD3 2,6DIP H CD3 H H
5059 H CD3 2,6DIP H CH3 H H
5060 H CD3 2,6DIP H H CD3 H
5061 H CD3 2,6DIP H H CH3 H
5062 H CD3 2,6DIP H H H CD3
5063 H CD3 2,6DIP H H H CH3
5064 H CD3 2,6DIP H H H H
5065 H CD3 2,6DMB CD3 H H H
5066 H CD3 2,6DMB CH3 H H H
5067 H CD3 2,6DMB H CD3 H H
5068 H CD3 2,6DMB H CH3 H H
5069 H CD3 2,6DMB H H CD3 H
5070 H CD3 2,6DMB H H CH3 H
5071 H CD3 2,6DMB H H H CD3
5072 H CD3 2,6DMB H H H CH3
5073 H CD3 2,6DMB H H H H
5074 H CD3 CD3 CD3 H H H
5075 H CD3 CD3 CH3 H H H
5076 H CD3 CD3 H CD3 H H
5077 H CD3 CD3 H CH3 H H
5078 H CD3 CD3 H H CD3 H
5079 H CD3 CD3 H H CH3 H
5080 H CD3 CD3 H H H CD3
5081 H CD3 CD3 H H H CH3
5082 H CD3 CD3 H H H H
5083 H CD3 CH3 CD3 H H H
5084 H CD3 CH3 CH3 H H H
5085 H CD3 CH3 H CD3 H H
5086 H CD3 CH3 H CH3 H H
5087 H CD3 CH3 H H CD3 H
5088 H CD3 CH3 H H CH3 H
5089 H CD3 CH3 H H H CD3
5090 H CD3 CH3 H H H CH3
5091 H CD3 CH3 H H H H
5092 H CD3 H 2,6DIP H H H
5093 H CD3 H 2,6DMB H H H
5094 H CD3 H CD3 H H H
5095 H CD3 H CH3 H H H
5096 H CD3 H H 2,6DIP H H
5097 H CD3 H H 2,6DMB H H
5098 H CD3 H H CD3 H H
5099 H CD3 H H CH3 H H
5100 H CD3 H H H 2,6DIP H
5101 H CD3 H H H 2,6DMB H
5102 H CD3 H H H CD3 H
5103 H CD3 H H H CH3 H
5104 H CD3 H H H H 2,6DIP
5105 H CD3 H H H H 2,6DMB
5106 H CD3 H H H H CD3
5107 H CD3 H H H H CH3
5108 H CD3 H H H H H
5109 H CD3 H H H H iPr
5110 H CD3 H H H iPr H
5111 H CD3 H H iPr H H
5112 H CD3 H iPr H H H
5113 H CD3 iPr CD3 H H H
5114 H CD3 iPr CH3 H H H
5115 H CD3 iPr H CD3 H H
5116 H CD3 iPr H CH3 H H
5117 H CD3 iPr H H CD3 H
5118 H CD3 iPr H H CH3 H
5119 H CD3 iPr H H H CD3
5120 H CD3 iPr H H H CH3
5121 H CD3 iPr H H H H
5122 H CH3 2,6DIP CD3 H H H
5123 H CH3 2,6DIP CH3 H H H
5124 H CH3 2,6DIP H CD3 H H
5125 H CH3 2,6DIP H CH3 H H
5126 H CH3 2,6DIP H H CD3 H
5127 H CH3 2,6DIP H H CH3 H
5128 H CH3 2,6DIP H H H CD3
5129 H CH3 2,6DIP H H H CH3
5130 H CH3 2,6DIP H H H H
5131 H CH3 2,6DMB CD3 H H H
5132 H CH3 2,6DMB CH3 H H H
5133 H CH3 2,6DMB H CD3 H H
5134 H CH3 2,6DMB H CH3 H H
5135 H CH3 2,6DMB H H CD3 H
5136 H CH3 2,6DMB H H CH3 H
5137 H CH3 2,6DMB H H H CD3
5138 H CH3 2,6DMB H H H CH3
5139 H CH3 2,6DMB H H H H
5140 H CH3 CD3 CD3 H H H
5141 H CH3 CD3 CH3 H H H
5142 H CH3 CD3 H CD3 H H
5143 H CH3 CD3 H CH3 H H
5144 H CH3 CD3 H H CD3 H
5145 H CH3 CD3 H H CH3 H
5146 H CH3 CD3 H H H CD3
5147 H CH3 CD3 H H H CH3
5148 H CH3 CD3 H H H H
5149 H CH3 CH3 CD3 H H H
5150 H CH3 CH3 CH3 H H H
5151 H CH3 CH3 H CD3 H H
5152 H CH3 CH3 H CH3 H H
5153 H CH3 CH3 H H CD3 H
5154 H CH3 CH3 H H CH3 H
5155 H CH3 CH3 H H H CD3
5156 H CH3 CH3 H H H CH3
5157 H CH3 CH3 H H H H
5158 H CH3 H 2,6DIP H H H
5159 H CH3 H 2,6DMB H H H
5160 H CH3 H CD3 H H H
5161 H CH3 H CH3 H H H
5162 H CH3 H H 2,6DIP H H
5163 H CH3 H H 2,6DMB H H
5164 H CH3 H H CD3 H H
5165 H CH3 H H CH3 H H
5166 H CH3 H H H 2,6DIP H
5167 H CH3 H H H 2,6DMB H
5168 H CH3 H H H CD3 H
5169 H CH3 H H H CH3 H
5170 H CH3 H H H H 2,6DIP
5171 H CH3 H H H H 2,6DMB
5172 H CH3 H H H H CD3
5173 H CH3 H H H H CH3
5174 H CH3 H H H H H
5175 H CH3 H H H H iPr
5176 H CH3 H H H iPr H
5177 H CH3 H H iPr H H
5178 H CH3 H iPr H H H
5179 H CH3 iPr CD3 H H H
5180 H CH3 iPr CH3 H H H
5181 H CH3 iPr H CD3 H H
5182 H CH3 iPr H CH3 H H
5183 H CH3 iPr H H CD3 H
5184 H CH3 iPr H H CH3 H
5185 H CH3 iPr H H H CD3
5186 H CH3 iPr H H H CH3
5187 H CH3 iPr H H H H
5188 H H 2,6DIP CD3 CD3 H H
5189 H H 2,6DIP CD3 CH3 H H
5190 H H 2,6DIP CD3 H CD3 H
5191 H H 2,6DIP CD3 H CH3 H
5192 H H 2,6DIP CD3 H H CD3
5193 H H 2,6DIP CD3 H H CH3
5194 H H 2,6DIP CD3 H H H
5195 H H 2,6DIP CH3 CD3 H H
5196 H H 2,6DIP CH3 CH3 H H
5197 H H 2,6DIP CH3 H CD3 H
5198 H H 2,6DIP CH3 H CH3 H
5199 H H 2,6DIP CH3 H H CD3
5200 H H 2,6DIP CH3 H H CH3
5201 H H 2,6DIP CH3 H H H
5202 H H 2,6DIP H CD3 CD3 H
5203 H H 2,6DIP H CD3 CH3 H
5204 H H 2,6DIP H CD3 H CD3
5205 H H 2,6DIP H CD3 H CH3
5206 H H 2,6DIP H CD3 H H
5207 H H 2,6DIP H CH3 CD3 H
5208 H H 2,6DIP H CH3 CH3 H
5209 H H 2,6DIP H CH3 H CD3
5210 H H 2,6DIP H CH3 H CH3
5211 H H 2,6DIP H CH3 H H
5212 H H 2,6DIP H H CD3 CD3
5213 H H 2,6DIP H H CD3 CH3
5214 H H 2,6DIP H H CD3 H
5215 H H 2,6DIP H H CH3 CD3
5216 H H 2,6DIP H H CH3 CH3
5217 H H 2,6DIP H H CH3 H
5218 H H 2,6DIP H H H CD3
5219 H H 2,6DIP H H H CH3
5220 H H 2,6DIP H H H H
5221 H H 2,6DMB CD3 CD3 H H
5222 H H 2,6DMB CD3 CH3 H H
5223 H H 2,6DMB CD3 H CD3 H
5224 H H 2,6DMB CD3 H CH3 H
5225 H H 2,6DMB CD3 H H CD3
5226 H H 2,6DMB CD3 H H CH3
5227 H H 2,6DMB CD3 H H H
5228 H H 2,6DMB CH3 CD3 H H
5229 H H 2,6DMB CH3 CH3 H H
5230 H H 2,6DMB CH3 H CD3 H
5231 H H 2,6DMB CH3 H CH3 H
5232 H H 2,6DMB CH3 H H CD3
5233 H H 2,6DMB CH3 H H CH3
5234 H H 2,6DMB CH3 H H H
5235 H H 2,6DMB H CD3 CD3 H
5236 H H 2,6DMB H CD3 CH3 H
5237 H H 2,6DMB H CD3 H CD3
5238 H H 2,6DMB H CD3 H CH3
5239 H H 2,6DMB H CD3 H H
5240 H H 2,6DMB H CH3 CD3 H
5241 H H 2,6DMB H CH3 CH3 H
5242 H H 2,6DMB H CH3 H CD3
5243 H H 2,6DMB H CH3 H CH3
5244 H H 2,6DMB H CH3 H H
5245 H H 2,6DMB H H CD3 CD3
5246 H H 2,6DMB H H CD3 CH3
5247 H H 2,6DMB H H CD3 H
5248 H H 2,6DMB H H CH3 CD3
5249 H H 2,6DMB H H CH3 CH3
5250 H H 2,6DMB H H CH3 H
5251 H H 2,6DMB H H H CD3
5252 H H 2,6DMB H H H CH3
5253 H H 2,6DMB H H H H
5254 H H CD3 CD3 CD3 H H
5255 H H CD3 CD3 CH3 H H
5256 H H CD3 CD3 H CD3 H
5257 H H CD3 CD3 H CH3 H
5258 H H CD3 CD3 H H CD3
5259 H H CD3 CD3 H H CH3
5260 H H CD3 CD3 H H H
5261 H H CD3 CH3 CD3 H H
5262 H H CD3 CH3 CH3 H H
5263 H H CD3 CH3 H CD3 H
5264 H H CD3 CH3 H CH3 H
5265 H H CD3 CH3 H H CD3
5266 H H CD3 CH3 H H CH3
5267 H H CD3 CH3 H H H
5268 H H CD3 H 2,6DIP H H
5269 H H CD3 H 2,6DMB H H
5270 H H CD3 H CD3 CD3 H
5271 H H CD3 H CD3 CH3 H
5272 H H CD3 H CD3 H CD3
5273 H H CD3 H CD3 H CH3
5274 H H CD3 H CD3 H H
5275 H H CD3 H CH3 CD3 H
5276 H H CD3 H CH3 CH3 H
5277 H H CD3 H CH3 H CD3
5278 H H CD3 H CH3 H CH3
5279 H H CD3 H CH3 H H
5280 H H CD3 H H 2,6DIP H
5281 H H CD3 H H 2,6DMB H
5282 H H CD3 H H CD3 CD3
5283 H H CD3 H H CD3 CH3
5284 H H CD3 H H CD3 H
5285 H H CD3 H H CH3 CD3
5286 H H CD3 H H CH3 CH3
5287 H H CD3 H H CH3 H
5288 H H CD3 H H H 2,6DIP
5289 H H CD3 H H H 2,6DMB
5290 H H CD3 H H H CD3
5291 H H CD3 H H H CH3
5292 H H CD3 H H H H
5293 H H CD3 H H H iPr
5294 H H CD3 H H iPr H
5295 H H CD3 H iPr H H
5296 H H CD3 iPr H H H
5297 H H CH3 CD3 CD3 H H
5298 H H CH3 CD3 CH3 H H
5299 H H CH3 CD3 H CD3 H
5300 H H CH3 CD3 H CH3 H
5301 H H CH3 CD3 H H CD3
5302 H H CH3 CD3 H H CH3
5303 H H CH3 CD3 H H H
5304 H H CH3 CH3 CD3 H H
5305 H H CH3 CH3 CH3 H H
5306 H H CH3 CH3 H CD3 H
5307 H H CH3 CH3 H CH3 H
5308 H H CH3 CH3 H H CD3
5309 H H CH3 CH3 H H CH3
5310 H H CH3 CH3 H H H
5311 H H CH3 H 2,6DIP H H
5312 H H CH3 H 2,6DMB H H
5313 H H CH3 H CD3 CD3 H
5314 H H CH3 H CD3 CH3 H
5315 H H CH3 H CD3 H CD3
5316 H H CH3 H CD3 H CH3
5317 H H CH3 H CD3 H H
5318 H H CH3 H CH3 CD3 H
5319 H H CH3 H CH3 CH3 H
5320 H H CH3 H CH3 H CD3
5321 H H CH3 H CH3 H CH3
5322 H H CH3 H CH3 H H
5323 H H CH3 H H 2,6DIP H
5324 H H CH3 H H 2,6DMB H
5325 H H CH3 H H CD3 CD3
5326 H H CH3 H H CD3 CH3
5327 H H CH3 H H CD3 H
5328 H H CH3 H H CH3 CD3
5329 H H CH3 H H CH3 CH3
5330 H H CH3 H H CH3 H
5331 H H CH3 H H H 2,6DIP
5332 H H CH3 H H H 2,6DMB
5333 H H CH3 H H H CD3
5334 H H CH3 H H H CH3
5335 H H CH3 H H H H
5336 H H CH3 H H H iPr
5337 H H CH3 H H iPr H
5338 H H CH3 H iPr H H
5339 H H CH3 iPr H H H
5340 H H H 2,6DIP H CD3 H
5341 H H H 2,6DIP H CH3 H
5342 H H H 2,6DIP H H CD3
5343 H H H 2,6DIP H H CH3
5344 H H H 2,6DIP H H H
5345 H H H 2,6DMB H CD3 H
5346 H H H 2,6DMB H CH3 H
5347 H H H 2,6DMB H H CD3
5348 H H H 2,6DMB H H CH3
5349 H H H 2,6DMB H H H
5350 H H H CD3 CD3 H H
5351 H H H CD3 CH3 H H
5352 H H H CD3 H 2,6DIP H
5353 H H H CD3 H 2,6DMB H
5354 H H H CD3 H CD3 H
5355 H H H CD3 H CH3 H
5356 H H H CD3 H H 2,6DIP
5357 H H H CD3 H H 2,6DMB
5358 H H H CD3 H H CD3
5359 H H H CD3 H H CH3
5360 H H H CD3 H H H
5361 H H H CD3 H H iPr
5362 H H H CD3 H iPr H
5363 H H H CD3 iPr H H
5364 H H H CH3 CD3 H H
5365 H H H CH3 CH3 H H
5366 H H H CH3 H 2,6DIP H
5367 H H H CH3 H 2,6DMB H
5368 H H H CH3 H CD3 H
5369 H H H CH3 H CH3 H
5370 H H H CH3 H H 2,6DIP
5371 H H H CH3 H H 2,6DMB
5372 H H H CH3 H H CD3
5373 H H H CH3 H H CH3
5374 H H H CH3 H H H
5375 H H H CH3 H H iPr
5376 H H H CH3 H iPr H
5377 H H H CH3 iPr H H
5378 H H H H 2,6DIP H CD3
5379 H H H H 2,6DIP H CH3
5380 H H H H 2,6DIP H H
5381 H H H H 2,6DMB H CD3
5382 H H H H 2,6DMB H CH3
5383 H H H H 2,6DMB H H
5384 H H H H CD3 CD3 H
5385 H H H H CD3 CH3 H
5386 H H H H CD3 H 2,6DIP
5387 H H H H CD3 H 2,6DMB
5388 H H H H CD3 H CD3
5389 H H H H CD3 H CH3
5390 H H H H CD3 H H
5391 H H H H CD3 H iPr
5392 H H H H CD3 iPr H
5393 H H H H CH3 CD3 H
5394 H H H H CH3 CH3 H
5395 H H H H CH3 H 2,6DIP
5396 H H H H CH3 H 2,6DMB
5397 H H H H CH3 H CD3
5398 H H H H CH3 H CH3
5399 H H H H CH3 H H
5400 H H H H CH3 H iPr
5401 H H H H CH3 iPr H
5402 H H H H H 2,6DIP H
5403 H H H H H 2,6DMB H
5404 H H H H H CD3 CD3
5405 H H H H H CD3 CH3
5406 H H H H H CD3 H
5407 H H H H H CD3 iPr
5408 H H H H H CH3 CD3
5409 H H H H H CH3 CH3
5410 H H H H H CH3 H
5411 H H H H H CH3 iPr
5412 H H H H H H 2,6DIP
5413 H H H H H H 2,6DMB
5414 H H H H H H CD3
5415 H H H H H H CH3
5416 H H H H H H H
5417 H H H H H H iPr
5418 H H H H H iPr CD3
5419 H H H H H iPr CH3
5420 H H H H H iPr H
5421 H H H H iPr CD3 H
5422 H H H H iPr CH3 H
5423 H H H H iPr H CD3
5424 H H H H iPr H CH3
5425 H H H H iPr H H
5426 H H H iPr CD3 H H
5427 H H H iPr CH3 H H
5428 H H H iPr H CD3 H
5429 H H H iPr H CH3 H
5430 H H H iPr H H CD3
5431 H H H iPr H H CH3
5432 H H H iPr H H H
5433 H H iPr CD3 CD3 H H
5434 H H iPr CD3 CH3 H H
5435 H H iPr CD3 H CD3 H
5436 H H iPr CD3 H CH3 H
5437 H H iPr CD3 H H CD3
5438 H H iPr CD3 H H CH3
5439 H H iPr CD3 H H H
5440 H H iPr CH3 CD3 H H
5441 H H iPr CH3 CH3 H H
5442 H H iPr CH3 H CD3 H
5443 H H iPr CH3 H CH3 H
5444 H H iPr CH3 H H CD3
5445 H H iPr CH3 H H CH3
5446 H H iPr CH3 H H H
5447 H H iPr H CD3 CD3 H
5448 H H iPr H CD3 CH3 H
5449 H H iPr H CD3 H CD3
5450 H H iPr H CD3 H CH3
5451 H H iPr H CD3 H H
5452 H H iPr H CH3 CD3 H
5453 H H iPr H CH3 CH3 H
5454 H H iPr H CH3 H CD3
5455 H H iPr H CH3 H CH3
5456 H H iPr H CH3 H H
5457 H H iPr H H CD3 CD3
5458 H H iPr H H CD3 CH3
5459 H H iPr H H CD3 H
5460 H H iPr H H CH3 CD3
5461 H H iPr H H CH3 CH3
5462 H H iPr H H CH3 H
5463 H H iPr H H H CD3
5464 H H iPr H H H CH3
5465 H H iPr H H H H
5466 H ph H CD3 H H H
5467 H ph H CH3 H H H
5468 H ph H H CD3 H H
5469 H ph H H CH3 H H
5470 H ph H H H CD3 H
5471 H ph H H H CH3 H
5472 H ph H H H H CD3
5473 H ph H H H H CH3
5474 H ph H H H H H
5475 iPr CD3 H H H H H
5476 iPr CH3 H H H H H
5477 iPr H CD3 H H H H
5478 iPr H CH3 H H H H
5479 iPr H H CD3 H H H
5480 iPr H H CH3 H H H
5481 iPr H H H CD3 H H
5482 iPr H H H CH3 H H
5483 iPr H H H H CD3 H
5484 iPr H H H H CH3 H
5485 iPr H H H H H CD3
5486 iPr H H H H H CH3
5487 iPr H H H H H H

LA5488 to LA5700 based on structure:
Figure US10476010-20191112-C00020
LA # R11 R12 R13 R31 R32 R33
5488 CD3 CD3 H H H H
5489 CD3 CH3 H H H H
5490 CD3 H 2,6DIP H H H
5491 CD3 H 2,6DMB H H H
5492 CD3 H CD3 H H H
5493 CD3 H CH3 H H H
5494 CD3 H H 2,6DIP H H
5495 CD3 H H 2,6DMB H H
5496 CD3 H H CD3 H H
5497 CD3 H H CH3 H H
5498 CD3 H H H 2,6DIP H
5499 CD3 H H H 2,6DMB H
5500 CD3 H H H CD3 H
5501 CD3 H H H CH3 H
5502 CD3 H H H H 2,6DIP
5503 CD3 H H H H 2,6DMB
5504 CD3 H H H H CD3
5505 CD3 H H H H CH3
5506 CD3 H H H H H
5507 CD3 H H H H iPr
5508 CD3 H H H iPr H
5509 CD3 H H iPr H H
5510 CD3 H iPr H H H
5511 CD3 iPr H H H H
5512 CH3 CD3 H H H H
5513 CH3 CH3 H H H H
5514 CH3 H 2,6DIP H H H
5515 CH3 H 2,6DMB H H H
5516 CH3 H CD3 H H H
5517 CH3 H CH3 H H H
5518 CH3 H H 2,6DIP H H
5519 CH3 H H 2,6DMB H H
5520 CH3 H H CD3 H H
5521 CH3 H H CH3 H H
5522 CH3 H H H 2,6DIP H
5523 CH3 H H H 2,6DMB H
5524 CH3 H H H CD3 H
5525 CH3 H H H CH3 H
5526 CH3 H H H H 2,6DIP
5527 CH3 H H H H 2,6DMB
5528 CH3 H H H H CD3
5529 CH3 H H H H CH3
5530 CH3 H H H H H
5531 CH3 H H H H iPr
5532 CH3 H H H iPr H
5533 CH3 H H iPr H H
5534 CH3 H iPr H H H
5535 CH3 iPr H H H H
5536 H 2,6DIP H CD3 H H
5537 H 2,6DIP H CH3 H H
5538 H 2,6DIP H H CD3 H
5539 H 2,6DIP H H CH3 H
5540 H 2,6DIP H H H CD3
5541 H 2,6DIP H H H CH3
5542 H 2,6DIP H H H H
5543 H 2,6DMB H CD3 H H
5544 H 2,6DMB H CH3 H H
5545 H 2,6DMB H H CD3 H
5546 H 2,6DMB H H CH3 H
5547 H 2,6DMB H H H CD3
5548 H 2,6DMB H H H CH3
5549 H 2,6DMB H H H H
5550 H CD3 CD3 H H H
5551 H CD3 CH3 H H H
5552 H CD3 H 2,6DIP H H
5553 H CD3 H 2,6DMB H H
5554 H CD3 H CD3 H H
5555 H CD3 H CH3 H H
5556 H CD3 H H 2,6DIP H
5557 H CD3 H H 2,6DMB H
5558 H CD3 H H CD3 H
5559 H CD3 H H CH3 H
5560 H CD3 H H H 2,6DIP
5561 H CD3 H H H 2,6DMB
5562 H CD3 H H H CD3
5563 H CD3 H H H CH3
5564 H CD3 H H H H
5565 H CD3 H H H iPr
5566 H CD3 H H iPr H
5567 H CD3 H iPr H H
5568 H CD3 iPr H H H
5569 H CH3 CD3 H H H
5570 H CH3 CH3 H H H
5571 H CH3 H 2,6DIP H H
5572 H CH3 H 2,6DMB H H
5573 H CH3 H CD3 H H
5574 H CH3 H CH3 H H
5575 H CH3 H H 2,6DIP H
5576 H CH3 H H 2,6DMB H
5577 H CH3 H H CD3 H
5578 H CH3 H H CH3 H
5579 H CH3 H H H 2,6DIP
5580 H CH3 H H H 2,6DMB
5581 H CH3 H H H CD3
5582 H CH3 H H H CH3
5583 H CH3 H H H H
5584 H CH3 H H H iPr
5585 H CH3 H H iPr H
5586 H CH3 H iPr H H
5587 H CH3 iPr H H H
5588 H H 2,6DIP H CD3 H
5589 H H 2,6DIP H CH3 H
5590 H H 2,6DIP H H CD3
5591 H H 2,6DIP H H CH3
5592 H H 2,6DIP H H H
5593 H H 2,6DMB H CD3 H
5594 H H 2,6DMB H CH3 H
5595 H H 2,6DMB H H CD3
5596 H H 2,6DMB H H CH3
5597 H H 2,6DMB H H H
5598 H H CD3 CD3 H H
5599 H H CD3 CH3 H H
5600 H H CD3 H 2,6DIP H
5601 H H CD3 H 2,6DMB H
5602 H H CD3 H CD3 H
5603 H H CD3 H CH3 H
5604 H H CD3 H H 2,6DIP
5605 H H CD3 H H 2,6DMB
5606 H H CD3 H H CD3
5607 H H CD3 H H CH3
5608 H H CD3 H H H
5609 H H CD3 H H iPr
5610 H H CD3 H iPr H
5611 H H CD3 iPr H H
5612 H H CH3 CD3 H H
5613 H H CH3 CH3 H H
5614 H H CH3 H 2,6DIP H
5615 H H CH3 H 2,6DMB H
5616 H H CH3 H CD3 H
5617 H H CH3 H CH3 H
5618 H H CH3 H H 2,6DIP
5619 H H CH3 H H 2,6DMB
5620 H H CH3 H H CD3
5621 H H CH3 H H CH3
5622 H H CH3 H H H
5623 H H CH3 H H iPr
5624 H H CH3 H iPr H
5625 H H CH3 iPr H H
5626 H H H 2,6DIP H CD3
5627 H H H 2,6DIP H CH3
5628 H H H 2,6DIP H H
5629 H H H 2,6DMB H CD3
5630 H H H 2,6DMB H CH3
5631 H H H 2,6DMB H H
5632 H H H CD3 CD3 H
5633 H H H CD3 CH3 H
5634 H H H CD3 H 2,6DIP
5635 H H H CD3 H 2,6DMB
5636 H H H CD3 H CD3
5637 H H H CD3 H CH3
5638 H H H CD3 H H
5639 H H H CD3 H iPr
5640 H H H CD3 iPr H
5641 H H H CH3 CD3 H
5642 H H H CH3 CH3 H
5643 H H H CH3 H 2,6DIP
5644 H H H CH3 H 2,6DMB
5645 H H H CH3 H CD3
5646 H H H CH3 H CH3
5647 H H H CH3 H H
5648 H H H CH3 H iPr
5649 H H H CH3 iPr H
5650 H H H H 2,6DIP H
5651 H H H H 2,6DMB H
5652 H H H H CD3 CD3
5653 H H H H CD3 CH3
5654 H H H H CD3 H
5655 H H H H CD3 iPr
5656 H H H H CH3 CD3
5657 H H H H CH3 CH3
5658 H H H H CH3 H
5659 H H H H CH3 iPr
5660 H H H H H 2,6DIP
5661 H H H H H 2,6DMB
5662 H H H H H CD3
5663 H H H H H CH3
5664 H H H H H H
5665 H H H H H iPr
5666 H H H H iPr CD3
5667 H H H H iPr CH3
5668 H H H H iPr H
5669 H H H iPr CD3 H
5670 H H H iPr CH3 H
5671 H H H iPr H CD3
5672 H H H iPr H CH3
5673 H H H iPr H H
5674 H H iPr CD3 H H
5675 H H iPr CH3 H H
5676 H H iPr H CD3 H
5677 H H iPr H CH3 H
5678 H H iPr H H CD3
5679 H H iPr H H CH3
5680 H H iPr H H H
5681 H iPr CD3 H H H
5682 H iPr CH3 H H H
5683 H iPr H CD3 H H
5684 H iPr H CH3 H H
5685 H iPr H H CD3 H
5686 H iPr H H CH3 H
5687 H iPr H H H CD3
5688 H iPr H H H CH3
5689 H iPr H H H H
5690 iPr CD3 H H H H
5691 iPr CH3 H H H H
5692 iPr H CD3 H H H
5693 iPr H CH3 H H H
5694 iPr H H CD3 H H
5695 iPr H H CH3 H H
5696 iPr H H H CD3 H
5697 iPr H H H CH3 H
5698 iPr H H H H CD3
5699 iPr H H H H CH3
5700 iPr H H H H H

LA5701 to LA5921 based on structure:
Figure US10476010-20191112-C00021
LA # R11 R12 R13 R31 R32 R34
5701 CD3 CD3 H H H H
5702 CD3 CH3 H H H H
5703 CD3 H 2,6DIP H H H
5704 CD3 H 2,6DMB H H H
5705 CD3 H CD3 H H H
5706 CD3 H CH3 H H H
5707 CD3 H H 2,6DIP H H
5708 CD3 H H 2,6DMB H H
5709 CD3 H H CD3 H H
5710 CD3 H H CH3 H H
5711 CD3 H H H 2,6DIP H
5712 CD3 H H H 2,6DMB H
5713 CD3 H H H CD3 H
5714 CD3 H H H CH3 H
5715 CD3 H H H H 2,6DIP
5716 CD3 H H H H 2,6DMB
5717 CD3 H H H H CD3
5718 CD3 H H H H CH3
5719 CD3 H H H H H
5720 CD3 H H H H iPr
5721 CD3 H H H iPr H
5722 CD3 H H iPr H H
5723 CD3 H iPr H H H
5724 CD3 iPr H H H H
5725 CH3 CD3 H H H H
5726 CH3 CH3 H H H H
5727 CH3 H 2,6DIP H H H
5728 CH3 H 2,6DMB H H H
5729 CH3 H CD3 H H H
5730 CH3 H CH3 H H H
5731 CH3 H H 2,6DIP H H
5732 CH3 H H 2,6DMB H H
5733 CH3 H H CD3 H H
5734 CH3 H H CH3 H H
5735 CH3 H H H 2,6DIP H
5736 CH3 H H H 2,6DMB H
5737 CH3 H H H CD3 H
5738 CH3 H H H CH3 H
5739 CH3 H H H H 2,6DIP
5740 CH3 H H H H 2,6DMB
5741 CH3 H H H H CD3
5742 CH3 H H H H CH3
5743 CH3 H H H H H
5744 CH3 H H H H iPr
5745 CH3 H H H iPr H
5746 CH3 H H iPr H H
5747 CH3 H iPr H H H
5748 CH3 iPr H H H H
5749 H 2,6DIP H CD3 H H
5750 H 2,6DIP H CH3 H H
5751 H 2,6DIP H H CD3 H
5752 H 2,6DIP H H CH3 H
5753 H 2,6DIP H H H CD3
5754 H 2,6DIP H H H CH3
5755 H 2,6DIP H H H H
5756 H 2,6DMB H CD3 H H
5757 H 2,6DMB H CH3 H H
5758 H 2,6DMB H H CD3 H
5759 H 2,6DMB H H CH3 H
5760 H 2,6DMB H H H CD3
5761 H 2,6DMB H H H CH3
5762 H 2,6DMB H H H H
5763 H CD3 CD3 H H H
5764 H CD3 CH3 H H H
5765 H CD3 H 2,6DIP H H
5766 H CD3 H 2,6DMB H H
5767 H CD3 H CD3 H H
5768 H CD3 H CH3 H H
5769 H CD3 H H 2,6DIP H
5770 H CD3 H H 2,6DMB H
5771 H CD3 H H CD3 H
5772 H CD3 H H CH3 H
5773 H CD3 H H H 2,6DIP
5774 H CD3 H H H 2,6DMB
5775 H CD3 H H H CD3
5776 H CD3 H H H CH3
5777 H CD3 H H H H
5778 H CD3 H H H iPr
5779 H CD3 H H iPr H
5780 H CD3 H iPr H H
5781 H CD3 iPr H H H
5782 H CH3 CD3 H H H
5783 H CH3 CH3 H H H
5784 H CH3 H 2,6DIP H H
5785 H CH3 H 2,6DMB H H
5786 H CH3 H CD3 H H
5787 H CH3 H CH3 H H
5788 H CH3 H H 2,6DIP H
5789 H CH3 H H 2,6DMB H
5790 H CH3 H H CD3 H
5791 H CH3 H H CH3 H
5792 H CH3 H H H 2,6DIP
5793 H CH3 H H H 2,6DMB
5794 H CH3 H H H CD3
5795 H CH3 H H H CH3
5796 H CH3 H H H H
5797 H CH3 H H H iPr
5798 H CH3 H H iPr H
5799 H CH3 H iPr H H
5800 H CH3 iPr H H H
5801 H H 2,6DIP H CD3 H
5802 H H 2,6DIP H CH3 H
5803 H H 2,6DIP H H CD3
5804 H H 2,6DIP H H CH3
5805 H H 2,6DIP H H H
5806 H H 2,6DMB H CD3 H
5807 H H 2,6DMB H CH3 H
5808 H H 2,6DMB H H CD3
5809 H H 2,6DMB H H CH3
5810 H H 2,6DMB H H H
5811 H H CD3 CD3 H H
5812 H H CD3 CH3 H H
5813 H H CD3 H 2,6DIP H
5814 H H CD3 H 2,6DMB H
5815 H H CD3 H CD3 H
5816 H H CD3 H CH3 H
5817 H H CD3 H H 2,6DIP
5818 H H CD3 H H 2,6DMB
5819 H H CD3 H H CD3
5820 H H CD3 H H CH3
5821 H H CD3 H H H
5822 H H CD3 H H iPr
5823 H H CD3 H iPr H
5824 H H CD3 iPr H H
5825 H H CH3 CD3 H H
5826 H H CH3 CH3 H H
5827 H H CH3 H 2,6DIP H
5828 H H CH3 H 2,6DMB H
5829 H H CH3 H CD3 H
5830 H H CH3 H CH3 H
5831 H H CH3 H H 2,6DIP
5832 H H CH3 H H 2,6DMB
5833 H H CH3 H H CD3
5834 H H CH3 H H CH3
5835 H H CH3 H H H
5836 H H CH3 H H iPr
5837 H H CH3 H iPr H
5838 H H CH3 iPr H H
5839 H H H 2,6DIP H CD3
5840 H H H 2,6DIP H CH3
5841 H H H 2,6DIP H H
5842 H H H 2,6DMB H CD3
5843 H H H 2,6DMB H CH3
5844 H H H 2,6DMB H H
5845 H H H CD3 CD3 H
5846 H H H CD3 CH3 H
5847 H H H CD3 H 2,6DIP
5848 H H H CD3 H 2,6DMB
5849 H H H CD3 H CD3
5850 H H H CD3 H CH3
5851 H H H CD3 H H
5852 H H H CD3 H iPr
5853 H H H CD3 iPr H
5854 H H H CH3 CD3 H
5855 H H H CH3 CH3 H
5856 H H H CH3 H 2,6DIP
5857 H H H CH3 H 2,6DMB
5858 H H H CH3 H CD3
5859 H H H CH3 H CH3
5860 H H H CH3 H H
5861 H H H CH3 H iPr
5862 H H H CH3 iPr H
5863 H H H H 2,6DIP CD3
5864 H H H H 2,6DIP CH3
5865 H H H H 2,6DIP H
5866 H H H H 2,6DMB CD3
5867 H H H H 2,6DMB CH3
5868 H H H H 2,6DMB H
5869 H H H H CD3 2,6DIP
5870 H H H H CD3 2,6DMB
5871 H H H H CD3 CD3
5872 H H H H CD3 CH3
5873 H H H H CD3 H
5874 H H H H CD3 iPr
5875 H H H H CH3 2,6DIP
5876 H H H H CH3 2,6DMB
5877 H H H H CH3 CD3
5878 H H H H CH3 CH3
5879 H H H H CH3 H
5880 H H H H CH3 iPr
5881 H H H H H 2,6DIP
5882 H H H H H 2,6DMB
5883 H H H H H CD3
5884 H H H H H CH3
5885 H H H H H H
5886 H H H H H iPr
5887 H H H H iPr CD3
5888 H H H H iPr CH3
5889 H H H H iPr H
5890 H H H iPr CD3 H
5891 H H H iPr CH3 H
5892 H H H iPr H CD3
5893 H H H iPr H CH3
5894 H H H iPr H H
5895 H H iPr CD3 H H
5896 H H iPr CH3 H H
5897 H H iPr H CD3 H
5898 H H iPr H CH3 H
5899 H H iPr H H CD3
5900 H H iPr H H CH3
5901 H H iPr H H H
5902 H iPr CD3 H H H
5903 H iPr CH3 H H H
5904 H iPr H CD3 H H
5905 H iPr H CH3 H H
5906 H iPr H H CD3 H
5907 H iPr H H CH3 H
5908 H iPr H H H CD3
5909 H iPr H H H CH3
5910 H iPr H H H H
5911 iPr CD3 H H H H
5912 iPr CH3 H H H H
5913 iPr H CD3 H H H
5914 iPr H CH3 H H H
5915 iPr H H CD3 H H
5916 iPr H H CH3 H H
5917 iPr H H H CD3 H
5918 iPr H H H CH3 H
5919 iPr H H H H CD3
5920 iPr H H H H CH3
5921 iPr H H H H H

LA5922 to LA6142 based on structure:
Figure US10476010-20191112-C00022
LA # R11 R12 R13 R31 R33 R34
5922 CD3 CD3 H H H H
5923 CD3 CH3 H H H H
5924 CD3 H 2,6DIP H H H
5925 CD3 H 2,6DMB H H H
5926 CD3 H CD3 H H H
5927 CD3 H CH3 H H H
5928 CD3 H H 2,6DIP H H
5929 CD3 H H 2,6DMB H H
5930 CD3 H H CD3 H H
5931 CD3 H H CH3 H H
5932 CD3 H H H 2,6DIP H
5933 CD3 H H H 2,6DMB H
5934 CD3 H H H CD3 H
5935 CD3 H H H CH3 H
5936 CD3 H H H H 2,6DIP
5937 CD3 H H H H 2,6DMB
5938 CD3 H H H H CD3
5939 CD3 H H H H CH3
5940 CD3 H H H H H
5941 CD3 H H H H iPr
5942 CD3 H H H iPr H
5943 CD3 H H iPr H H
5944 CD3 H iPr H H H
5945 CD3 iPr H H H H
5946 CH3 CD3 H H H H
5947 CH3 CH3 H H H H
5948 CH3 H 2,6DIP H H H
5949 CH3 H 2,6DMB H H H
5950 CH3 H CD3 H H H
5951 CH3 H CH3 H H H
5952 CH3 H H 2,6DIP H H
5953 CH3 H H 2,6DMB H H
5954 CH3 H H CD3 H H
5955 CH3 H H CH3 H H
5956 CH3 H H H 2,6DIP H
5957 CH3 H H H 2,6DMB H
5958 CH3 H H H CD3 H
5959 CH3 H H H CH3 H
5960 CH3 H H H H 2,6DIP
5961 CH3 H H H H 2,6DMB
5962 CH3 H H H H CD3
5963 CH3 H H H H CH3
5964 CH3 H H H H H
5965 CH3 H H H H iPr
5966 CH3 H H H iPr H
5967 CH3 H H iPr H H
5968 CH3 H iPr H H H
5969 CH3 iPr H H H H
5970 H 2,6DIP H CD3 H H
5971 H 2,6DIP H CH3 H H
5972 H 2,6DIP H H CD3 H
5973 H 2,6DIP H H CH3 H
5974 H 2,6DIP H H H CD3
5975 H 2,6DIP H H H CH3
5976 H 2,6DIP H H H H
5977 H 2,6DMB H CD3 H H
5978 H 2,6DMB H CH3 H H
5979 H 2,6DMB H H CD3 H
5980 H 2,6DMB H H CH3 H
5981 H 2,6DMB H H H CD3
5982 H 2,6DMB H H H CH3
5983 H 2,6DMB H H H H
5984 H CD3 CD3 H H H
5985 H CD3 CH3 H H H
5986 H CD3 H 2,6DIP H H
5987 H CD3 H 2,6DMB H H
5988 H CD3 H CD3 H H
5989 H CD3 H CH3 H H
5990 H CD3 H H 2,6DIP H
5991 H CD3 H H 2,6DMB H
5992 H CD3 H H CD3 H
5993 H CD3 H H CH3 H
5994 H CD3 H H H 2,6DIP
5995 H CD3 H H H 2,6DMB
5996 H CD3 H H H CD3
5997 H CD3 H H H CH3
5998 H CD3 H H H H
5999 H CD3 H H H iPr
6000 H CD3 H H iPr H
6001 H CD3 H iPr H H
6002 H CD3 iPr H H H
6003 H CH3 CD3 H H H
6004 H CH3 CH3 H H H
6005 H CH3 H 2,6DIP H H
6006 H CH3 H 2,6DMB H H
6007 H CH3 H CD3 H H
6008 H CH3 H CH3 H H
6009 H CH3 H H 2,6DIP H
6010 H CH3 H H 2,6DMB H
6011 H CH3 H H CD3 H
6012 H CH3 H H CH3 H
6013 H CH3 H H H 2,6DIP
6014 H CH3 H H H 2,6DMB
6015 H CH3 H H H CD3
6016 H CH3 H H H CH3
6017 H CH3 H H H H
6018 H CH3 H H H iPr
6019 H CH3 H H iPr H
6020 H CH3 H iPr H H
6021 H CH3 iPr H H H
6022 H H 2,6DIP H CD3 H
6023 H H 2,6DIP H CH3 H
6024 H H 2,6DIP H H CD3
6025 H H 2,6DIP H H CH3
6026 H H 2,6DIP H H H
6027 H H 2,6DMB H CD3 H
6028 H H 2,6DMB H CH3 H
6029 H H 2,6DMB H H CD3
6030 H H 2,6DMB H H CH3
6031 H H 2,6DMB H H H
6032 H H CD3 CD3 H H
6033 H H CD3 CH3 H H
6034 H H CD3 H 2,6DIP H
6035 H H CD3 H 2,6DMB H
6036 H H CD3 H CD3 H
6037 H H CD3 H CH3 H
6038 H H CD3 H H 2,6DIP
6039 H H CD3 H H 2,6DMB
6040 H H CD3 H H CD3
6041 H H CD3 H H CH3
6042 H H CD3 H H H
6043 H H CD3 H H iPr
6044 H H CD3 H iPr H
6045 H H CD3 iPr H H
6046 H H CH3 CD3 H H
6047 H H CH3 CH3 H H
6048 H H CH3 H 2,6DIP H
6049 H H CH3 H 2,6DMB H
6050 H H CH3 H CD3 H
6051 H H CH3 H CH3 H
6052 H H CH3 H H 2,6DIP
6053 H H CH3 H H 2,6DMB
6054 H H CH3 H H CD3
6055 H H CH3 H H CH3
6056 H H CH3 H H H
6057 H H CH3 H H iPr
6058 H H CH3 H iPr H
6059 H H CH3 iPr H H
6060 H H H 2,6DIP CD3 H
6061 H H H 2,6DIP CH3 H
6062 H H H 2,6DIP H CD3
6063 H H H 2,6DIP H CH3
6064 H H H 2,6DIP H H
6065 H H H 2,6DMB CD3 H
6066 H H H 2,6DMB CH3 H
6067 H H H 2,6DMB H CD3
6068 H H H 2,6DMB H CH3
6069 H H H 2,6DMB H H
6070 H H H CD3 2,6DIP H
6071 H H H CD3 2,6DMB H
6072 H H H CD3 CD3 H
6073 H H H CD3 CH3 H
6074 H H H CD3 H 2,6DIP
6075 H H H CD3 H 2,6DMB
6076 H H H CD3 H CD3
6077 H H H CD3 H CH3
6078 H H H CD3 H H
6079 H H H CD3 H iPr
6080 H H H CD3 iPr H
6081 H H H CH3 2,6DIP H
6082 H H H CH3 2,6DMB H
6083 H H H CH3 CD3 H
6084 H H H CH3 CH3 H
6085 H H H CH3 H 2,6DIP
6086 H H H CH3 H 2,6DMB
6087 H H H CH3 H CD3
6088 H H H CH3 H CH3
6089 H H H CH3 H H
6090 H H H CH3 H iPr
6091 H H H CH3 iPr H
6092 H H H H 2,6DIP H
6093 H H H H 2,6DMB H
6094 H H H H CD3 CD3
6095 H H H H CD3 CH3
6096 H H H H CD3 H
6097 H H H H CD3 iPr
6098 H H H H CH3 CD3
6099 H H H H CH3 CH3
6100 H H H H CH3 H
6101 H H H H CH3 iPr
6102 H H H H H 2,6DIP
6103 H H H H H 2,6DMB
6104 H H H H H CD3
6105 H H H H H CH3
6106 H H H H H H
6107 H H H H H iPr
6108 H H H H iPr CD3
6109 H H H H iPr CH3
6110 H H H H iPr H
6111 H H H iPr CD3 H
6112 H H H iPr CH3 H
6113 H H H iPr H CD3
6114 H H H iPr H CH3
6115 H H H iPr H H
6116 H H iPr CD3 H H
6117 H H iPr CH3 H H
6118 H H iPr H CD3 H
6119 H H iPr H CH3 H
6120 H H iPr H H CD3
6121 H H iPr H H CH3
6122 H H iPr H H H
6123 H iPr CD3 H H H
6124 H iPr CH3 H H H
6125 H iPr H CD3 H H
6126 H iPr H CH3 H H
6127 H iPr H H CD3 H
6128 H iPr H H CH3 H
6129 H iPr H H H CD3
6130 H iPr H H H CH3
6131 H iPr H H H H
6132 iPr CD3 H H H H
6133 iPr CH3 H H H H
6134 iPr H CD3 H H H
6135 iPr H CH3 H H H
6136 iPr H H CD3 H H
6137 iPr H H CH3 H H
6138 iPr H H H CD3 H
6139 iPr H H H CH3 H
6140 iPr H H H H CD3
6141 iPr H H H H CH3
6142 iPr H H H H H

LA6143 to LA6363 based on structure:
Figure US10476010-20191112-C00023
LA # R11 R12 R13 R32 R33 R34
6143 CD3 C3 H H H H
6144 CD3 CH3 H H H H
6145 CD3 H 2,6DIP H H H
6146 CD3 H 2,6DMB H H H
6147 CD3 H CD3 H H H
6148 CD3 H CH3 H H H
6149 CD3 H H 2,6DIP H H
6150 CD3 H H 2,6DMB H H
6151 CD3 H H CD3 H H
6152 CD3 H H CH3 H H
6153 CD3 H H H 2,6DIP H
6154 CD3 H H H 2,6DMB H
6155 CD3 H H H CD3 H
6156 CD3 H H H CH3 H
6157 CD3 H H H H 2,6DIP
6158 CD3 H H H H 2,6DMB
6159 CD3 H H H H CD3
6160 CD3 H H H H CH3
6161 CD3 H H H H H
6162 CD3 H H H H iPr
6163 CD3 H H H iPr H
6164 CD3 H H iPr H H
6165 CD3 H iPr H H H
6166 CD3 iPr H H H H
6167 CH3 CD3 H H H H
6168 CH3 CH3 H H H H
6169 CH3 H 2,6DIP H H H
6170 CH3 H 2,6DMB H H H
6171 CH3 H CD3 H H H
6172 CH3 H CH3 H H H
6173 CH3 H H 2,6DIP H H
6174 CH3 H H 2,6DMB H H
6175 CH3 H H CD3 H H
6176 CH3 H H CH3 H H
6177 CH3 H H H 2,6DIP H
6178 CH3 H H H 2,6DMB H
6179 CH3 H H H CD3 H
6180 CH3 H H H CH3 H
6181 CH3 H H H H 2,6DIP
6182 CH3 H H H H 2,6DMB
6183 CH3 H H H H CD3
6184 CH3 H H H H CH3
6185 CH3 H H H H H
6186 CH3 H H H H iPr
6187 CH3 H H H iPr H
6188 CH3 H H iPr H H
6189 CH3 H iPr H H H
6190 CH3 iPr H H H H
6191 H 2,6DIP H CD3 H H
6192 H 2,6DIP H CH3 H H
6193 H 2,6DIP H H CD3 H
6194 H 2,6DIP H H CH3 H
6195 H 2,6DIP H H H CD3
6196 H 2,6DIP H H H CH3
6197 H 2,6DIP H H H H
6198 H 2,6DMB H CD3 H H
6199 H 2,6DMB H CH3 H H
6200 H 2,6DMB H H CD3 H
6201 H 2,6DMB H H CH3 H
6202 H 2,6DMB H H H CD3
6203 H 2,6DMB H H H CH3
6204 H 2,6DMB H H H H
6205 H CD3 CD3 H H H
6206 H CD3 CH3 H H H
6207 H CD3 H 2,6DIP H H
6208 H CD3 H 2,6DMB H H
6209 H CD3 H CD3 H H
6210 H CD3 H CH3 H H
6211 H CD3 H H 2,6DIP H
6212 H CD3 H H 2,6DMB H
6213 H CD3 H H CD3 H
6214 H CD3 H H CH3 H
6215 H CD3 H H H 2,6DIP
6216 H CD3 H H H 2,6DMB
6217 H CD3 H H H CD3
6218 H CD3 H H H CH3
6219 H CD3 H H H H
6220 H CD3 H H H iPr
6221 H CD3 H H iPr H
6222 H CD3 H iPr H H
6223 H CD3 iPr H H H
6224 H CH3 CD3 H H H
6225 H CH3 CH3 H H H
6226 H CH3 H 2,6DIP H H
6227 H CH3 H 2,6DMB H H
6228 H CH3 H CD3 H H
6229 H CH3 H CH3 H H
6230 H CH3 H H 2,6DIP H
6231 H CH3 H H 2,6DMB H
6232 H CH3 H H CD3 H
6233 H CH3 H H CH3 H
6234 H CH3 H H H 2,6DIP
6235 H CH3 H H H 2,6DMB
6236 H CH3 H H H CD3
6237 H CH3 H H H CH3
6238 H CH3 H H H H
6239 H CH3 H H H iPr
6240 H CH3 H H iPr H
6241 H CH3 H iPr H H
6242 H CH3 iPr H H H
6243 H H 2,6DIP CD3 H H
6244 H H 2,6DIP CH3 H H
6245 H H 2,6DIP H CD3 H
6246 H H 2,6DIP H CH3 H
6247 H H 2,6DIP H H CD3
6248 H H 2,6DIP H H CH3
6249 H H 2,6DIP H H H
6250 H H 2,6DMB CD3 H H
6251 H H 2,6DMB CH3 H H
6252 H H 2,6DMB H CD3 H
6253 H H 2,6DMB H CH3 H
6254 H H 2,6DMB H H CD3
6255 H H 2,6DMB H H CH3
6256 H H 2,6DMB H H H
6257 H H CD3 2,6DIP H H
6258 H H CD3 2,6DMB H H
6259 H H CD3 CD3 H H
6260 H H CD3 CH3 H H
6261 H H CD3 H 2,6DIP H
6262 H H CD3 H 2,6DMB H
6263 H H CD3 H CD3 H
6264 H H CD3 H CH3 H
6265 H H CD3 H H 2,6DIP
6266 H H CD3 H H 2,6DMB
6267 H H CD3 H H CD3
6268 H H CD3 H H CH3
6269 H H CD3 H H H
6270 H H CD3 H H iPr
6271 H H CD3 H iPr H
6272 H H CD3 iPr H H
6273 H H CH3 2,6DIP H H
6274 H H CH3 2,6DMB H H
6275 H H CH3 CD3 H H
6276 H H CH3 CH3 H H
6277 H H CH3 H 2,6DIP H
6278 H H CH3 H 2,6DMB H
6279 H H CH3 H CD3 H
6280 H H CH3 H CH3 H
6281 H H CH3 H H 2,6DIP
6282 H H CH3 H H 2,6DMB
6283 H H CH3 H H CD3
6284 H H CH3 H H CH3
6285 H H CH3 H H H
6286 H H CH3 H H iPr
6287 H H CH3 H iPr H
6288 H H CH3 iPr H H
6289 H H H 2,6DIP H CD3
6290 H H H 2,6DIP H CH3
6291 H H H 2,6DIP H H
6292 H H H 2,6DMB H CD3
6293 H H H 2,6DMB H CH3
6294 H H H 2,6DMB H H
6295 H H H CD3 CD3 H
6296 H H H CD3 CH3 H
6297 H H H CD3 H 2,6DIP
6298 H H H CD3 H 2,6DMB
6299 H H H CD3 H CD3
6300 H H H CD3 H CH3
6301 H H H CD3 H H
6302 H H H CD3 H iPr
6303 H H H CD3 iPr H
6304 H H H CH3 CD3 H
6305 H H H CH3 CH3 H
6306 H H H CH3 H 2,6DIP
6307 H H H CH3 H 2,6DMB
6308 H H H CH3 H CD3
6309 H H H CH3 H CH3
6310 H H H CH3 H H
6311 H H H CH3 H iPr
6312 H H H CH3 iPr H
6313 H H H H 2,6DIP H
6314 H H H H 2,6DMB H
6315 H H H H CD3 CD3
6316 H H H H CD3 CH3
6317 H H H H CD3 H
6318 H H H H CD3 iPr
6319 H H H H CH3 CD3
6320 H H H H CH3 CH3
6321 H H H H CH3 H
6322 H H H H CH3 iPr
6323 H H H H H 2,6DIP
6324 H H H H H 2,6DMB
6325 H H H H H CD3
6326 H H H H H CH3
6327 H H H H H H
6328 H H H H H iPr
6329 H H H H iPr CD3
6330 H H H H iPr CH3
6331 H H H H iPr H
6332 H H H iPr CD3 H
6333 H H H iPr CH3 H
6334 H H H iPr H CD3
6335 H H H iPr H CH3
6336 H H H iPr H H
6337 H H iPr CD3 H H
6338 H H iPr CH3 H H
6339 H H iPr H CD3 H
6340 H H iPr H CH3 H
6341 H H iPr H H CD3
6342 H H iPr H H CH3
6343 H H iPr H H H
6344 H iPr CD3 H H H
6345 H iPr CH3 H H H
6346 H iPr H CD3 H H
6347 H iPr H CH3 H H
6348 H iPr H H CD3 H
6349 H iPr H H CH3 H
6350 H iPr H H H CD3
6351 H iPr H H H CH3
6352 H iPr H H H H
6353 iPr CD3 H H H H
6354 iPr CH3 H H H H
6355 iPr H CD3 H H H
6356 iPr H CH3 H H H
6357 iPr H H CD3 H H
6358 iPr H H CH3 H H
6359 iPr H H H CD3 H
6360 iPr H H H CH3 H
6361 iPr H H H H CD3
6362 iPr H H H H CH3
6363 iPr H H H H H
wherein 2,6DIP is 2,6 diisopropyl benzene, 2,6DMB is 2,6 dimethyl benzene, and i-Pr is isopropyl.
In one embodiment, the compound has a formula of M(LA)n(LB)m-n;
    • wherein M is Ir or Pt;
    • LB is a bidentate ligand; and
    • wherein when M is Ir, m is 3, and n is 1, 2, or 3; when M is Pt, m is 2, and n is 1, or 2.
In one embodiment, the compound has a formula of Ir(LA)3. In another embodiment, the compound has a formula of Ir(LA)(LB)2; and wherein LB is different from LA. In another embodiment, the compound has a formula of Ir(LA)2(LB); and wherein LB is different from LA. In another embodiment, the compound has a formula of Pt(LA)(LB); and wherein LA and LB can be same or different.
In one embodiment, LA and LB are connected to form a tetradentate ligand. In another embodiment, LA and LB are connected at two places to form a macrocyclic tetradentate ligand.
In one embodiment, LB is selected from the group consisting of:
Figure US10476010-20191112-C00024
Figure US10476010-20191112-C00025
wherein each X1 to X13 are independently selected from the group consisting of carbon and nitrogen;
wherein X is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, and GeR′R″;
wherein R′ and R″ are optionally fused or joined to form a ring;
wherein each Ra, Rb, Rc, and Rd may represent from mono substitution to the possible maximum number of substitution, or no substitution;
wherein R′, R″, Ra, Rb, Rc, and Rd are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; and
wherein any two adjacent substituents of Ra, Rb, Rc, and Rd are optionally fused or joined to form a ring or form a multidentate ligand.
In one embodiment, LB is selected from the group consisting of:
Figure US10476010-20191112-C00026
Figure US10476010-20191112-C00027
Figure US10476010-20191112-C00028
In one embodiment, the compound is Compound Ax having the formula Ir(LAi)3; and wherein x=i; i is an integer from 1 to 6363.
In one embodiment, the compound is the Compound By having the formula Ir(LAi)(Lj)2 or Compound Cz having the formula Ir(LAi)2(Lj);
wherein y=39i+j−39; i is an integer from 1 to 6363, and j is an integer from 1 to 39;
wherein z=39i+j−39; i is an integer from 1 to 6363, and j is an integer from 1 to 39; and
wherein L1 to L39 have the following structure:
Figure US10476010-20191112-C00029
Figure US10476010-20191112-C00030
Figure US10476010-20191112-C00031
Figure US10476010-20191112-C00032
Figure US10476010-20191112-C00033
Figure US10476010-20191112-C00034
Figure US10476010-20191112-C00035
In some embodiments, the compound can be an emissive dopant. In some embodiments, the compound can produce emissions via phosphorescence, fluorescence, thermally activated delayed fluorescence, i.e., TADF (also referred to as E-type delayed fluorescence), triplet-triplet annihilation, or combinations of these processes.
According to another aspect of the present disclosure, an OLED is also provided. The OLED includes an anode, a cathode, and an organic layer disposed between the anode and the cathode. The organic layer may include a host and a phosphorescent dopant. The organic layer can include a compound according to Formula I, and its variations as described herein.
The OLED can be incorporated into one or more of a consumer product, an electronic component module, and a lighting panel. The organic layer can be an emissive layer and the compound can be an emissive dopant in some embodiments, while the compound can be a non-emissive dopant in other embodiments.
The organic layer can also include a host. In some embodiments, two or more hosts are preferred. In some embodiments, the hosts used maybe a) bipolar, b) electron transporting, c) hole transporting or d) wide band gap materials that play little role in charge transport. In some embodiments, the host can include a metal complex. The host can be a triphenylene containing benzo-fused thiophene or benzo-fused furan. Any substituent in the host can be an unfused substituent independently selected from the group consisting of CnH2n+1, OCnH2n+1, OAr1, N(CnH2n+1)2, N(Ar1)(Ar2), CH═CH—CnH2n+1, C≡C—CnH2n+1, Ar1, Ar1-Ar2, and CnH2n—Ar1, or the host has no substitution. In the preceding substituents n can range from 1 to 10; and Ar1 and Ar2 can be independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof. The host can be an inorganic compound. For example a Zn containing inorganic material e.g. ZnS.
The host can be a compound comprising at least one chemical group selected from the group consisting of triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene. The host can include a metal complex. The host can be, but is not limited to, a specific compound selected from the group consisting of:
Figure US10476010-20191112-C00036
Figure US10476010-20191112-C00037
Figure US10476010-20191112-C00038
Figure US10476010-20191112-C00039
Figure US10476010-20191112-C00040

and combinations thereof.
Additional information on possible hosts is provided below.
In yet another aspect of the present disclosure, a formulation that comprises a compound comprising a ligand LA selected from the group consisting of Formula I and Formula II. The formulation can include one or more components selected from the group consisting of a solvent, a host, a hole injection material, hole transport material, and an electron transport layer material, disclosed herein.
Combination with Other Materials
The materials described herein as useful for a particular layer in an organic light emitting device may be used in combination with a wide variety of other materials present in the device. For example, emissive dopants disclosed herein may be used in conjunction with a wide variety of hosts, transport layers, blocking layers, injection layers, electrodes and other layers that may be present. The materials described or referred to below are non-limiting examples of materials that may be useful in combination with the compounds disclosed herein, and one of skill in the art can readily consult the literature to identify other materials that may be useful in combination.
Conductivity Dopants:
A charge transport layer can be doped with conductivity dopants to substantially alter its density of charge carriers, which will in turn alter its conductivity. The conductivity is increased by generating charge carriers in the matrix material, and depending on the type of dopant, a change in the Fermi level of the semiconductor may also be achieved. Hole-transporting layer can be doped by p-type conductivity dopants and n-type conductivity dopants are used in the electron-transporting layer.
Non-limiting examples of the conductivity dopants that may be used in an OLED in combination with materials disclosed herein are exemplified below together with references that disclose those materials: EP01617493, EP01968131, EP2020694, EP2684932, US20050139810, US20070160905, US20090167167, US2010288362, WO06081780, WO2009003455, WO2009008277, WO2009011327, WO2014009310, US2007252140, US2015060804 and US2012146012.
Figure US10476010-20191112-C00041
Figure US10476010-20191112-C00042
Figure US10476010-20191112-C00043

HIL/HTL:
A hole injecting/transporting material to be used in the present invention is not particularly limited, and any compound may be used as long as the compound is typically used as a hole injecting/transporting material. Examples of the material include, but are not limited to: a phthalocyanine or porphyrin derivative; an aromatic amine derivative; an indolocarbazole derivative; a polymer containing fluorohydrocarbon; a polymer with conductivity dopants; a conducting polymer, such as PEDOT/PSS; a self-assembly monomer derived from compounds such as phosphonic acid and silane derivatives; a metal oxide derivative, such as MoOx; a p-type semiconducting organic compound, such as 1,4,5,8,9,12-Hexaazatriphenylenehexacarbonitrile; a metal complex, and a cross-linkable compounds.
Examples of aromatic amine derivatives used in HIL or HTL include, but not limit to the following general structures:
Figure US10476010-20191112-C00044
Each of Ar1 to Ar9 is selected from the group consisting of aromatic hydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl, triphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, and azulene; the group consisting of aromatic heterocyclic compounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine; and the group consisting of 2 to 10 cyclic structural units which are groups of the same type or different types selected from the aromatic hydrocarbon cyclic group and the aromatic heterocyclic group and are bonded to each other directly or via at least one of oxygen atom, nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom, chain structural unit and the aliphatic cyclic group. Each Ar may be unsubstituted or may be substituted by a substituent selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.
In one aspect, Ar1 to Ar9 is independently selected from the group consisting of:
Figure US10476010-20191112-C00045

wherein k is an integer from 1 to 20; X101 to X108 is C (including CH) or N; Z101 is NAr1, O, or S; Ar1 has the same group defined above.
Examples of metal complexes used in HIL or HTL include, but are not limited to the following general formula:
Figure US10476010-20191112-C00046

wherein Met is a metal, which can have an atomic weight greater than 40; (Y101-Y102) is a bidentate ligand, Y101 and Y102 are independently selected from C, N, O, P, and S; L101 is an ancillary ligand; k′ is an integer value from 1 to the maximum number of ligands that may be attached to the metal; and k′+k″ is the maximum number of ligands that may be attached to the metal.
In one aspect, (Y101-Y102) is a 2-phenylpyridine derivative. In another aspect, (Y101-Y102) is a carbene ligand. In another aspect, Met is selected from Ir, Pt, Os, and Zn. In a further aspect, the metal complex has a smallest oxidation potential in solution vs. Fc+/Fc couple less than about 0.6 V.
Non-limiting examples of the HIL and HTL materials that may be used in an OLED in combination with materials disclosed herein are exemplified below together with references that disclose those materials: CN102702075, DE102012005215, EP01624500, EP01698613, EP01806334, EP01930964, EP01972613, EP01997799, EP02011790, EP02055700, EP02055701, EP1725079, EP2085382, EP2660300, EP650955, JP07-073529, JP2005112765, JP2007091719, JP2008021687, JP2014-009196, KR20110088898, KR20130077473, TW201139402, U.S. Ser. No. 06/517,957, US20020158242, US20030162053, US20050123751, US20060182993, US20060240279, US20070145888, US20070181874, US20070278938, US20080014464, US20080091025, US20080106190, US20080124572, US20080145707, US20080220265, US20080233434, US20080303417, US2008107919, US20090115320, US20090167161, US2009066235, US2011007385, US20110163302, US2011240968, US2011278551, US2012205642, US2013241401, US20140117329, US2014183517, U.S. Pat. Nos. 5,061,569, 5,639,914, WO05075451, WO07125714, WO08023550, WO08023759, WO2009145016, WO2010061824, WO2011075644, WO2012177006, WO2013018530, WO2013039073, WO2013087142, WO2013118812, WO2013120577, WO2013157367, WO2013175747, WO2014002873, WO2014015935, WO2014015937, WO2014030872, WO2014030921, WO2014034791, WO2014104514, WO2014157018.
Figure US10476010-20191112-C00047
Figure US10476010-20191112-C00048
Figure US10476010-20191112-C00049
Figure US10476010-20191112-C00050
Figure US10476010-20191112-C00051
Figure US10476010-20191112-C00052
Figure US10476010-20191112-C00053
Figure US10476010-20191112-C00054
Figure US10476010-20191112-C00055
Figure US10476010-20191112-C00056
Figure US10476010-20191112-C00057
Figure US10476010-20191112-C00058
Figure US10476010-20191112-C00059
Figure US10476010-20191112-C00060
Figure US10476010-20191112-C00061
Figure US10476010-20191112-C00062
Figure US10476010-20191112-C00063

EBL:
An electron blocking layer (EBL) may be used to reduce the number of electrons and/or excitons that leave the emissive layer. The presence of such a blocking layer in a device may result in substantially higher efficiencies, and or longer lifetime, as compared to a similar device lacking a blocking layer. Also, a blocking layer may be used to confine emission to a desired region of an OLED. In some embodiments, the EBL material has a higher LUMO (closer to the vacuum level) and/or higher triplet energy than the emitter closest to the EBL interface. In some embodiments, the EBL material has a higher LUMO (closer to the vacuum level) and or higher triplet energy than one or more of the hosts closest to the EBL interface. In one aspect, the compound used in EBL contains the same molecule or the same functional groups used as one of the hosts described below.
Host:
The light emitting layer of the organic EL device of the present invention preferably contains at least a metal complex as light emitting material, and may contain a host material using the metal complex as a dopant material. Examples of the host material are not particularly limited, and any metal complexes or organic compounds may be used as long as the triplet energy of the host is larger than that of the dopant. Any host material may be used with any dopant so long as the triplet criteria is satisfied.
Examples of metal complexes used as host are preferred to have the following general formula:
Figure US10476010-20191112-C00064

wherein Met is a metal; (Y103-Y104) is a bidentate ligand, Y103 and Y104 are independently selected from C, N, O, P, and S; L101 is an another ligand; k′ is an integer value from 1 to the maximum number of ligands that may be attached to the metal; and k′+k″ is the maximum number of ligands that may be attached to the metal.
In one aspect, the metal complexes are:
Figure US10476010-20191112-C00065

wherein (O—N) is a bidentate ligand, having metal coordinated to atoms O and N.
In another aspect, Met is selected from Ir and Pt. In a further aspect, (Y103-Y104) is a carbene ligand.
Examples of other organic compounds used as host are selected from the group consisting of aromatic hydrocarbon cyclic compounds such as benzene, biphenyl, triphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenalene, phenanthrene, fluorene, pyrene, chrysene, perylene, and azulene; the group consisting of aromatic heterocyclic compounds such as dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolodipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indoxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, xanthene, acridine, phenazine, phenothiazine, phenoxazine, benzofuropyridine, furodipyridine, benzothienopyridine, thienodipyridine, benzoselenophenopyridine, and selenophenodipyridine; and the group consisting of 2 to 10 cyclic structural units which are groups of the same type or different types selected from the aromatic hydrocarbon cyclic group and the aromatic heterocyclic group and are bonded to each other directly or via at least one of oxygen atom, nitrogen atom, sulfur atom, silicon atom, phosphorus atom, boron atom, chain structural unit and the aliphatic cyclic group. Each option within each group may be unsubstituted or may be substituted by a substituent selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.
In one aspect, the host compound contains at least one of the following groups in the molecule:
Figure US10476010-20191112-C00066
Figure US10476010-20191112-C00067

wherein each of R101 to R107 is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and when it is aryl or heteroaryl, it has the similar definition as Ar's mentioned above. k is an integer from 0 to 20 or 1 to 20; k′″ is an integer from 0 to 20. X101 to X108 is selected from C (including CH) or N. Z101 and Z102 is selected from NR101, O, or S.
Non-limiting examples of the host materials that may be used in an OLED in combination with materials disclosed herein are exemplified below together with references that disclose those materials: EP2034538, EP2034538A, EP2757608, JP2007254297, KR20100079458, KR20120088644, KR20120129733, KR20130115564, TW201329200, US20030175553, US20050238919, US20060280965, US20090017330, US20090030202, US20090167162, US20090302743, US20090309488, US20100012931, US20100084966, US20100187984, US2010187984, US2012075273, US2012126221, US2013009543, US2013105787, US2013175519, US2014001446, US20140183503, US20140225088, US2014034914, U.S. Pat. No. 7,154,114, WO2001039234, WO2004093207, WO2005014551, WO2005089025, WO2006072002, WO2006114966, WO2007063754, WO2008056746, WO2009003898, WO2009021126, WO2009063833, WO2009066778, WO2009066779, WO2009086028, WO2010056066, WO2010107244, WO2011081423, WO2011081431, WO2011086863, WO2012128298, WO2012133644, WO2012133649, WO2013024872, WO2013035275, WO2013081315, WO2013191404, WO2014142472,
Figure US10476010-20191112-C00068
Figure US10476010-20191112-C00069
Figure US10476010-20191112-C00070
Figure US10476010-20191112-C00071
Figure US10476010-20191112-C00072
Figure US10476010-20191112-C00073
Figure US10476010-20191112-C00074
Figure US10476010-20191112-C00075
Figure US10476010-20191112-C00076
Figure US10476010-20191112-C00077
Figure US10476010-20191112-C00078

Additional Emitters:
One or more additional emitter dopants may be used in conjunction with the compound of the present disclosure. Examples of the additional emitter dopants are not particularly limited, and any compounds may be used as long as the compounds are typically used as emitter materials. Examples of suitable emitter materials include, but are not limited to, compounds which can produce emissions via phosphorescence, fluorescence, thermally activated delayed fluorescence, i.e., TADF (also referred to as E-type delayed fluorescence), triplet-triplet annihilation, or combinations of these processes.
Non-limiting examples of the emitter materials that may be used in an OLED in combination with materials disclosed herein are exemplified below together with references that disclose those materials: CN103694277, CN1696137, EB01238981, EP01239526, EP01961743, EP1239526, EP1244155, EP1642951, EP1647554, EP1841834, EP1841834B, EP2062907, EP2730583, JP2012074444, JP2013110263, JP4478555, KR1020090133652, KR20120032054, KR20130043460, TW201332980, U.S. Ser. No. 06/699,599, U.S. Ser. No. 06/916,554, US20010019782, US20020034656, US20030068526, US20030072964, US20030138657, US20050123788, US20050244673, US2005123791, US2005260449, US20060008670, US20060065890, US20060127696, US20060134459, US20060134462, US20060202194, US20060251923, US20070034863, US20070087321, US20070103060, US20070111026, US20070190359, US20070231600, US2007034863, US2007104979, US2007104980, US2007138437, US2007224450, US2007278936, US20080020237, US20080233410, US20080261076, US20080297033, US200805851, US2008161567, US2008210930, US20090039776, US20090108737, US20090115322, US20090179555, US2009085476, US2009104472, US20100090591, US20100148663, US20100244004, US20100295032, US2010102716, US2010105902, US2010244004, US2010270916, US20110057559, US20110108822, US20110204333, US2011215710, US2011227049, US2011285275, US2012292601, US20130146848, US2013033172, US2013165653, US2013181190, US2013334521, US20140246656, US2014103305, U.S. Pat. Nos. 6,303,238, 6,413,656, 6,653,654, 6,670,645, 6,687,266, 6,835,469, 6,921,915, 7,279,704, 7,332,232, 7,378,162, 7,534,505, 7,675,228, 7,728,137, 7,740,957, 7,759,489, 7,951,947, 8,067,099, 8,592,586, 8,871,361, WO06081973, WO06121811, WO07018067, WO07108362, WO07115970, WO07115981, WO08035571, WO2002015645, WO2003040257, WO2005019373, WO2006056418, WO2008054584, WO2008078800, WO2008096609, WO2008101842, WO2009000673, WO2009050281, WO2009100991, WO2010028151, WO2010054731, WO2010086089, WO2010118029, WO2011044988, WO2011051404, WO2011107491, WO2012020327, WO2012163471, WO2013094620, WO2013107487, WO2013174471, WO2014007565, WO2014008982, WO2014023377, WO2014024131, WO2014031977, WO2014038456, WO2014112450.
Figure US10476010-20191112-C00079
Figure US10476010-20191112-C00080
Figure US10476010-20191112-C00081
Figure US10476010-20191112-C00082
Figure US10476010-20191112-C00083
Figure US10476010-20191112-C00084
Figure US10476010-20191112-C00085
Figure US10476010-20191112-C00086
Figure US10476010-20191112-C00087
Figure US10476010-20191112-C00088
Figure US10476010-20191112-C00089
Figure US10476010-20191112-C00090
Figure US10476010-20191112-C00091
Figure US10476010-20191112-C00092
Figure US10476010-20191112-C00093
Figure US10476010-20191112-C00094
Figure US10476010-20191112-C00095
Figure US10476010-20191112-C00096
Figure US10476010-20191112-C00097
Figure US10476010-20191112-C00098
Figure US10476010-20191112-C00099

HBL:
A hole blocking layer (HBL) may be used to reduce the number of holes and/or excitons that leave the emissive layer. The presence of such a blocking layer in a device may result in substantially higher efficiencies and/or longer lifetime as compared to a similar device lacking a blocking layer. Also, a blocking layer may be used to confine emission to a desired region of an OLED. In some embodiments, the HBL material has a lower HOMO (further from the vacuum level) and or higher triplet energy than the emitter closest to the HBL interface. In some embodiments, the HBL material has a lower HOMO (further from the vacuum level) and or higher triplet energy than one or more of the hosts closest to the HBL interface.
In one aspect, compound used in HBL contains the same molecule or the same functional groups used as host described above.
In another aspect, compound used in HBL contains at least one of the following groups in the molecule:
Figure US10476010-20191112-C00100

wherein k is an integer from 1 to 20; L101 is an another ligand, k′ is an integer from 1 to 3.
ETL:
Electron transport layer (ETL) may include a material capable of transporting electrons. Electron transport layer may be intrinsic (undoped), or doped. Doping may be used to enhance conductivity. Examples of the ETL material are not particularly limited, and any metal complexes or organic compounds may be used as long as they are typically used to transport electrons.
In one aspect, compound used in ETL contains at least one of the following groups in the molecule:
Figure US10476010-20191112-C00101

wherein R101 is selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, when it is aryl or heteroaryl, it has the similar definition as Ar's mentioned above. Ar1 to Ar3 has the similar definition as Ar's mentioned above. k is an integer from 1 to 20. X101 to X108 is selected from C (including CH) or N.
In another aspect, the metal complexes used in ETL contains, but not limit to the following general formula:
Figure US10476010-20191112-C00102

wherein (O—N) or (N—N) is a bidentate ligand, having metal coordinated to atoms O, N or N, N; L101 is another ligand; k′ is an integer value from 1 to the maximum number of ligands that may be attached to the metal.
Non-limiting examples of the ETL materials that may be used in an OLED in combination with materials disclosed herein are exemplified below together with references that disclose those materials: CN103508940, EP01602648, EP01734038, EP01956007, JP2004-022334, JP2005149918, JP2005-268199, KR0117693, KR20130108183, US20040036077, US20070104977, US2007018155, US20090101870, US20090115316, US20090140637, US20090179554, US2009218940, US2010108990, US2011156017, US2011210320, US2012193612, US2012214993, US2014014925, US2014014927, US20140284580, U.S. Pat. Nos. 6,656,612, 8,415,031, WO2003060956, WO2007111263, WO2009148269, WO2010067894, WO2010072300, WO2011074770, WO2011105373, WO2013079217, WO2013145667, WO2013180376, WO2014104499, WO2014104535,
Figure US10476010-20191112-C00103
Figure US10476010-20191112-C00104
Figure US10476010-20191112-C00105
Figure US10476010-20191112-C00106
Figure US10476010-20191112-C00107
Figure US10476010-20191112-C00108
Figure US10476010-20191112-C00109
Figure US10476010-20191112-C00110
Figure US10476010-20191112-C00111

Charge Generation Layer (CGL)
In tandem or stacked OLEDs, the CGL plays an essential role in the performance, which is composed of an n-doped layer and a p-doped layer for injection of electrons and holes, respectively. Electrons and holes are supplied from the CGL and electrodes. The consumed electrons and holes in the CGL are refilled by the electrons and holes injected from the cathode and anode, respectively; then, the bipolar currents reach a steady state gradually. Typical CGL materials include n and p conductivity dopants used in the transport layers.
In any above-mentioned compounds used in each layer of the OLED device, the hydrogen atoms can be partially or fully deuterated. Thus, any specifically listed substituent, such as, without limitation, methyl, phenyl, pyridyl, etc. may be undeuterated, partially deuterated, and fully deuterated versions thereof. Similarly, classes of substituents such as, without limitation, alkyl, aryl, cycloalkyl, heteroaryl, etc. also may be undeuterated, partially deuterated, and fully deuterated versions thereof.
It is understood that the various embodiments described herein are by way of example only, and are not intended to limit the scope of the invention. For example, many of the materials and structures described herein may be substituted with other materials and structures without deviating from the spirit of the invention. The present invention as claimed may therefore include variations from the particular examples and preferred embodiments described herein, as will be apparent to one of skill in the art. It is understood that various theories as to why the invention works are not intended to be limiting.

Claims (17)

I claim:
1. A compound comprising a ligand LA represented by Formula I:
Figure US10476010-20191112-C00112
wherein ring A is a 6-membered carbocyclic or heterocyclic ring;
wherein Z is nitrogen or carbon;
wherein R1 and R3 each represent from mono-substitution to the possible maximum number of substitution, or no substitution;
wherein Z1, Z2, Z3, and Z4 are each independently selected from the group consisting of nitrogen and carbon;
wherein at least one of Z1, Z2, Z3, and Z4 is nitrogen;
wherein X is selected from the group consisting of O, S, and Se;
wherein each R1 and R3 are independently selected from the group consisting of:
(i) hydrogen, deuterium, halide, straight chain alkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or
(ii) hydrogen, deuterium, halide, isopropyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any adjacent substituents of R1 and R3 are optionally joined or fused into a ring;
wherein the ligand LA is coordinated to Ir; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
2. The compound of claim 1, wherein X is O.
3. The compound of claim 1, wherein one of Z1, Z2, Z3, and Z4 is nitrogen, and each of three Z1, Z2, Z3, and Z4 is carbon.
4. The compound of claim 1, wherein ring A is pyridine.
5. The compound of claim 1, wherein ligand LA is selected from the group consisting of:
Figure US10476010-20191112-C00113
6. The compound of claim 1, wherein ligand LA is selected from the group consisting of:
LA1 to LA318 based on the chemical structure
Figure US10476010-20191112-C00114
LA # R11 R12 R13 R14 R31 R32 R33 1 CD3 CD3 H H H H H 2 CD3 CH3 H H H H H 3 CD3 H 2,6DIP H H H H 4 CD3 H 2,6DMB H H H H 5 CD3 H CD3 H H H H 6 CD3 H CH3 H H H H 7 CD3 H H 2,6DIP H H H 8 CD3 H H 2,6DMB H H H 9 CD3 H H CD3 H H H 10 CD3 H H CH3 H H H 11 CD3 H H H 2,6DIP H H 12 CD3 H H H 2,6DMB H H 13 CD3 H H H CD3 H H 14 CD3 H H H CH3 H H 15 CD3 H H H H 2,6DIP H 16 CD3 H H H H 2,6DMB H 17 CD3 H H H H CD3 H 18 CD3 H H H H CH3 H 19 CD3 H H H H H 2,6DIP 20 CD3 H H H H H 2,6DMB 21 CD3 H H H H H CD3 22 CD3 H H H H H CH3 23 CD3 H H H H H H 24 CD3 H H H H H i-Pr 25 CD3 H H H H i-Pr H 26 CD3 H H H i-Pr H H 27 CD3 H H i-Pr H H H 28 CD3 H i-Pr H H H H 29 CD3 i-Pr H H H H H 30 CH3 CD3 H H H H H 31 CH3 CH3 H H H H H 32 CH3 H 2,6DIP H H H H 33 CH3 H 2,6DMB H H H H 34 CH3 H CD3 H H H H 35 CH3 H CH3 H H H H 36 CH3 H H 2,6DIP H H H 37 CH3 H H 2,6DMB H H H 38 CH3 H H CD3 H H H 39 CH3 H H CH3 H H H 40 CH3 H H H 2,6DIP H H 41 CH3 H H H 2,6DMB H H 42 CH3 H H H CD3 H H 43 CH3 H H H CH3 H H 44 CH3 H H H H 2,6DIP H 45 CH3 H H H H 2,6DMB H 46 CH3 H H H H CD3 H 47 CH3 H H H H CH3 H 48 CH3 H H H H H 2,6DIP 49 CH3 H H H H H 2,6DMB 50 CH3 H H H H H CD3 51 CH3 H H H H H CH3 52 CH3 H H H H H H 53 CH3 H H H H H i-Pr 54 CH3 H H H H i-Pr H 55 CH3 H H H i-Pr H H 56 CH3 H H i-Pr H H H 57 CH3 H i-Pr H H H H 58 CH3 i-Pr H H H H H 59 H 2,6DIP H CD3 H H H 60 H 2,6DIP H CH3 H H H 61 H 2,6DIP H H CD3 H H 62 H 2,6DIP H H CH3 H H 63 H 2,6DIP H H H CD3 H 64 H 2,6DIP H H H CH3 H 65 H 2,6DIP H H H H CD3 66 H 2,6DIP H H H H CH3 67 H 2,6DIP H H H H H 68 H 2,6DMB H CD3 H H H 69 H 2,6DMB H CH3 H H H 70 H 2,6DMB H H CD3 H H 71 H 2,6DMB H H CH3 H H 72 H 2,6DMB H H H CD3 H 73 H 2,6DMB H H H CH3 H 74 H 2,6DMB H H H H CD3 75 H 2,6DMB H H H H CH3 76 H 2,6DMB H H H H H 77 H CD3 CD3 H H H H 78 H CD3 CH3 H H H H 79 H CD3 H 2,6DIP H H H 80 H CD3 H 2,6DMB H H H 81 H CD3 H CD3 H H H 82 H CD3 H CH3 H H H 83 H CD3 H H 2,6DIP H H 84 H CD3 H H 2,6DMB H H 85 H CD3 H H CD3 H H 86 H CD3 H H CH3 H H 87 H CD3 H H H 2,6DIP H 88 H CD3 H H H 2,6DMB H 89 H CD3 H H H CD3 H 90 H CD3 H H H CH3 H 91 H CD3 H H H H 2,6DIP 92 H CD3 H H H H 2,6DMB 93 H CD3 H H H H CD3 94 H CD3 H H H H CH3 95 H CD3 H H H H H 96 H CD3 H H H H i-Pr 97 H CD3 H H H i-Pr H 98 H CD3 H H i-Pr H H 99 H CD3 H i-Pr H H H 100 H CD3 i-Pr H H H H 101 H CH3 CD3 H H H H 102 H CH3 CH3 H H H H 103 H CH3 H 2,6DIP H H H 104 H CH3 H 2,6DMB H H H 105 H CH3 H CD3 H H H 106 H CH3 H CH3 H H H 107 H CH3 H H 2,6DIP H H 108 H CH3 H H 2,6DMB H H 109 H CH3 H H CD3 H H 110 H CH3 H H CH3 H H 111 H CH3 H H H 2,6DIP H 112 H CH3 H H H 2,6DMB H 113 H CH3 H H H CD3 H 114 H CH3 H H H CH3 H 115 H CH3 H H H H 2,6DIP 116 H CH3 H H H H 2,6DMB 117 H CH3 H H H H CD3 118 H CH3 H H H H CH3 119 H CH3 H H H H H 120 H CH3 H H H H i-Pr 121 H CH3 H H H i-Pr H 122 H CH3 H H i-Pr H H 123 H CH3 H i-Pr H H H 124 H CH3 i-Pr H H H H 125 H H 2,6DIP H CD3 H H 126 H H 2,6DIP H CH3 H H 127 H H 2,6DIP H H CD3 H 128 H H 2,6DIP H H CH3 H 129 H H 2,6DIP H H H CD3 130 H H 2,6DIP H H H CH3 131 H H 2,6DIP H H H H 132 H H 2,6DMB H CD3 H H 133 H H 2,6DMB H CH3 H H 134 H H 2,6DMB H H CD3 H 135 H H 2,6DMB H H CH3 H 136 H H 2,6DMB H H H CD3 137 H H 2,6DMB H H H CH3 138 H H 2,6DMB H H H H 139 H H CD3 CD3 H H H 140 H H CD3 CH3 H H H 141 H H CD3 H 2,6DIP H H 142 H H CD3 H 2,6DMB H H 143 H H CD3 H CD3 H H 144 H H CD3 H CH3 H H 145 H H CD3 H H 2,6DIP H 146 H H CD3 H H 2,6DMB H 147 H H CD3 H H CD3 H 148 H H CD3 H H CH3 H 149 H H CD3 H H H 2,6DIP 150 H H CD3 H H H 2,6DMB 151 H H CD3 H H H CD3 152 H H CD3 H H H CH3 153 H H CD3 H H H H 154 H H CD3 H H H i-Pr 155 H H CD3 H H i-Pr H 156 H H CD3 H i-Pr H H 157 H H CD3 i-Pr H H H 158 H H CH3 CD3 H H H 159 H H CH3 CH3 H H H 160 H H CH3 H 2,6DIP H H 161 H H CH3 H 2,6DMB H H 162 H H CH3 H CD3 H H 163 H H CH3 H CH3 H H 164 H H CH3 H H 2,6DIP H 165 H H CH3 H H 2,6DMB H 166 H H CH3 H H CD3 H 167 H H CH3 H H CH3 H 168 H H CH3 H H H 2,6DIP 169 H H CH3 H H H 2,6DMB 170 H H CH3 H H H CD3 171 H H CH3 H H H CH3 172 H H CH3 H H H H 173 H H CH3 H H H i-Pr 174 H H CH3 H H i-Pr H 175 H H CH3 H i-Pr H H 176 H H CH3 i-Pr H H H 177 H H H 2,6DIP CD3 H H 178 H H H 2,6DIP CH3 H H 179 H H H 2,6DIP H CD3 H 180 H H H 2,6DIP H CH3 H 181 H H H 2,6DIP H H CD3 182 H H H 2,6DIP H H CH3 183 H H H 2,6DIP H H H 184 H H H 2,6DMB CD3 H H 185 H H H 2,6DMB CH3 H H 186 H H H 2,6DMB H CD3 H 187 H H H 2,6DMB H CH3 H 188 H H H 2,6DMB H H CD3 189 H H H 2,6DMB H H CH3 190 H H H 2,6DMB H H H 191 H H H CD3 2,6DIP H H 192 H H H CD3 2,6DMB H H 193 H H H CD3 CD3 H H 194 H H H CD3 CH3 H H 195 H H H CD3 H 2,6DIP H 196 H H H CD3 H 2,6DMB H 197 H H H CD3 H CD3 H 198 H H H CD3 H CH3 H 199 H H H CD3 H H 2,6DIP 200 H H H CD3 H H 2,6DMB 201 H H H CD3 H H CD3 202 H H H CD3 H H CH3 203 H H H CD3 H H H 204 H H H CD3 H H i-Pr 205 H H H CD3 H i-Pr H 206 H H H CD3 i-Pr H H 207 H H H CH3 2,6DIP H H 208 H H H CH3 2,6DMB H H 209 H H H CH3 CD3 H H 210 H H H CH3 CH3 H H 211 H H H CH3 H 2,6DIP H 212 H H H CH3 H 2,6DMB H 213 H H H CH3 H CD3 H 214 H H H CH3 H CH3 H 215 H H H CH3 H H 2,6DIP 216 H H H CH3 H H 2,6DMB 217 H H H CH3 H H CD3 218 H H H CH3 H H CH3 219 H H H CH3 H H H 220 H H H CH3 H H i-Pr 221 H H H CH3 H i-Pr H 222 H H H CH3 i-Pr H H 223 H H H H 2,6DIP H CD3 224 H H H H 2,6DIP H CH3 225 H H H H 2,6DIP H H 226 H H H H 2,6DMB H CD3 227 H H H H 2,6DMB H CH3 228 H H H H 2,6DMB H H 229 H H H H CD3 CD3 H 230 H H H H CD3 CH3 H 231 H H H H CD3 H 2,6DIP 232 H H H H CD3 H 2,6DMB 233 H H H H CD3 H CD3 234 H H H H CD3 H CH3 235 H H H H CD3 H H 236 H H H H CD3 H i-Pr 237 H H H H CD3 i-Pr H 238 H H H H CH3 CD3 H 239 H H H H CH3 CH3 H 240 H H H H CH3 H 2,6DIP 241 H H H H CH3 H 2,6DMB 242 H H H H CH3 H CD3 243 H H H H CH3 H CH3 244 H H H H CH3 H H 245 H H H H CH3 H i-Pr 246 H H H H CH3 i-Pr H 247 H H H H H 2,6DIP CD3 248 H H H H H 2,6DIP CH3 249 H H H H H 2,6DIP H 250 H H H H H 2,6DMB CD3 251 H H H H H 2,6DMB CH3 252 H H H H H 2,6DMB H 253 H H H H H CD3 2,6DIP 254 H H H H H CD3 2,6DMB 255 H H H H H CD3 CD3 256 H H H H H CD3 CH3 257 H H H H H CD3 H 258 H H H H H CD3 i-Pr 259 H H H H H CH3 2,6DIP 260 H H H H H CH3 2,6DMB 261 H H H H H CH3 CD3 262 H H H H H CH3 CH3 263 H H H H H CH3 H 264 H H H H H CH3 i-Pr 265 H H H H H H 2,6DIP 266 H H H H H H 2,6DMB 267 H H H H H H CD3 268 H H H H H H CH3 269 H H H H H H H 270 H H H H H H i-Pr 271 H H H H H i-Pr CD3 272 H H H H H i-Pr CH3 273 H H H H H i-Pr H 274 H H H H i-Pr CD3 H 275 H H H H i-Pr CH3 H 276 H H H H i-Pr H CD3 277 H H H H i-Pr H CH3 278 H H H H i-Pr H H 279 H H H i-Pr CD3 H H 280 H H H i-Pr CH3 H H 281 H H H i-Pr H CD3 H 282 H H H i-Pr H CH3 H 283 H H H i-Pr H H CD3 284 H H H i-Pr H H CH3 285 H H H i-Pr H H H 286 H H i-Pr CD3 H H H 287 H H i-Pr CH3 H H H 288 H H i-Pr H CD3 H H 289 H H i-Pr H CH3 H H 290 H H i-Pr H H CD3 H 291 H H i-Pr H H CH3 H 292 H H i-Pr H H H CD3 293 H H i-Pr H H H CH3 294 H H i-Pr H H H H 295 H i-Pr CD3 H H H H 296 H i-Pr CH3 H H H H 297 H i-Pr H CD3 H H H 298 H i-Pr H CH3 H H H 299 H i-Pr H H CD3 H H 300 H i-Pr H H CH3 H H 301 H i-Pr H H H CD3 H 302 H i-Pr H H H CH3 H 303 H i-Pr H H H H CD3 304 H i-Pr H H H H CH3 305 H i-Pr H H H H H 306 i-Pr CD3 H H H H H 307 i-Pr CH3 H H H H H 308 i-Pr H CD3 H H H H 309 i-Pr H CH3 H H H H 310 i-Pr H H CD3 H H H 311 i-Pr H H CH3 H H H 312 i-Pr H H H CD3 H H 313 i-Pr H H H CH3 H H 314 i-Pr H H H H CD3 H 315 i-Pr H H H H CH3 H 316 i-Pr H H H H H CD3 317 i-Pr H H H H H CH3 318 i-Pr H H H H H H
LA319 to LA628 based on the structure:
Figure US10476010-20191112-C00115
LA # R11 R12 R13 R14 R31 R32 R34 319 CD3 CD3 H H H H H 320 CD3 CH3 H H H H H 321 CD3 H 2,6DIP H H H H 322 CD3 H 2,6DMB H H H H 323 CD3 H CD3 H H H H 324 CD3 H CH3 H H H H 325 CD3 H H 2,6DIP H H H 326 CD3 H H 2,6DMB H H H 327 CD3 H H CD3 H H H 328 CD3 H H CH3 H H H 329 CD3 H H H 2,6DIP H H 330 CD3 H H H 2,6DMB H H 331 CD3 H H H CD3 H H 332 CD3 H H H CH3 H H 333 CD3 H H H H 2,6DIP H 334 CD3 H H H H 2.6DMB H 335 CD3 H H H H CD3 H 336 CD3 H H H H CH3 H 337 CD3 H H H H H 2,6DIP 338 CD3 H H H H H 2,6DMB 339 CD3 H H H H H CD3 340 CD3 H H H H H CH3 341 CD3 H H H H H H 342 CD3 H H H H H i-Pr 343 CD3 H H H H i-Pr H 344 CD3 H H H i-Pr H H 345 CD3 H H i-Pr H H H 346 CD3 H i-Pr H H H H 347 CD3 i-Pr H H H H H 348 CH3 CD3 H H H H H 349 CH3 CH3 H H H H H 350 CH3 H 2,6DIP H H H H 351 CH3 H 2,6DMB H H H H 352 CH3 H CD3 H H H H 353 CH3 H CH3 H H H H 354 CH3 H H 2,6DIP H H H 355 CH3 H H 2,6DMB H H H 356 CH3 H H CD3 H H H 357 CH3 H H CH3 H H H 358 CH3 H H H 2,6DIP H H 359 CH3 H H H 2,6DMB H H 360 CH3 H H H CD3 H H 361 CH3 H H H CH3 H H 362 CH3 H H H H 2,6DIP H 363 CH3 H H H H 2,6DMB H 364 CH3 H H H H CD3 H 365 CH3 H H H H CH3 H 366 CH3 H H H H H 2,6DIP 367 CH3 H H H H H 2,6DMB 368 CH3 H H H H H CD3 369 CH3 H H H H H CH3 370 CH3 H H H H H H 371 CH3 H H H H H i-Pr 372 CH3 H H H H i-Pr H 373 CH3 H H H i-Pr H H 374 CH3 H H i-Pr H H H 375 CH3 H i-Pr H H H H 376 CH3 i-Pr H H H H H 377 H 2,6DIP H CD3 H H H 378 H 2,6DIP H CH3 H H H 379 H 2,6DIP H H CD3 H H 380 H 2,6DIP H H CH3 H H 381 H 2,6DIP H H H CD3 H 382 H 2,6DIP H H H CH3 H 383 H 2,6DIP H H H H CD3 384 H 2,6DIP H H H H CH3 385 H 2,6DIP H H H H H 386 H 2,6DMB H CD3 H H H 387 H 2,6DMB H CH3 H H H 388 H 2,6DMB H H CD3 H H 389 H 2,6DMB H H CH3 H H 390 H 2,6DMB H H H CD3 H 391 H 2,6DMB H H H CH3 H 392 H 2,6DMB H H H H CD3 393 H 2,6DMB H H H H CH3 394 H 2,6DMB H H H H H 395 H CD3 CD3 H H H H 396 H CD3 CH3 H H H H 397 H CD3 H 2,6DIP H H H 398 H CD3 H 2,6DMB H H H 399 H CD3 H CD3 H H H 400 H CD3 H CH3 H H H 401 H CD3 H H 2,6DIP H H 402 H CD3 H H 2,6DMB H H 403 H CD3 H H CD3 H H 404 H CD3 H H CH3 H H 405 H CD3 H H H 2,6DIP H 406 H CD3 H H H 2,6DMB H 407 H CD3 H H H CD3 H 408 H CD3 H H H CH3 H 409 H CD3 H H H H 2,6DIP 410 H CD3 H H H H 2,6DMB 411 H CD3 H H H H CD3 412 H CD3 H H H H CH3 413 H CD3 H H H H H 414 H CD3 H H H H i-Pr 415 H CD3 H H H i-Pr H 416 H CD3 H H i-Pr H H 417 H CD3 H i-Pr H H H 418 H CD3 i-Pr H H H H 419 H CH3 CD3 H H H H 420 H CH3 CH3 H H H H 421 H CH3 H 2,6DIP H H H 422 H CH3 H 2,6DMB H H H 423 H CH3 H CD3 H H H 424 H CH3 H CH3 H H H 425 H CH3 H H 2,6DIP H H 426 H CH3 H H 2,6DMB H H 427 H CH3 H H CD3 H H 428 H CH3 H H CH3 H H 429 H CH3 H H H 2,6DIP H 430 H CH3 H H H 2,6DMB H 431 H CH3 H H H CD3 H 432 H CH3 H H H CH3 H 433 H CH3 H H H H 2,6DIP 434 H CH3 H H H H 2,6DMB 435 H CH3 H H H H CD3 436 H CH3 H H H H CH3 437 H CH3 H H H H H 438 H CH3 H H H H i-Pr 439 H CH3 H H H i-Pr H 440 H CH3 H H i-Pr H H 441 H CH3 H i-Pr H H H 442 H CH3 i-Pr H H H H 443 H H 2,6DIP H CD3 H H 444 H H 2,6DIP H CH3 H H 445 H H 2,6DIP H H CD3 H 446 H H 2,6DIP H H CH3 H 447 H H 2,6DIP H H H CD3 448 H H 2,6DIP H H H CH3 449 H H 2,6DIP H H H H 450 H H 2,6DMB H CD3 H H 451 H H 2,6DMB H CH3 H H 452 H H 2,6DMB H H CD3 H 453 H H 2,6DMB H H CH3 H 454 H H 2,6DMB H H H CD3 455 H H 2,6DMB H H H CH3 456 H H 2,6DMB H H H H 457 H H CD3 CD3 H H H 458 H H CD3 CH3 H H H 459 H H CD3 H 2,6DIP H H 460 H H CD3 H 2,6DMB H H 461 H H CD3 H CD3 H H 462 H H CD3 H CH3 H H 463 H H CD3 H H 2,6DIP H 464 H H CD3 H H 2,6DMB H 465 H H CD3 H H CD3 H 466 H H CD3 H H CH3 H 467 H H CD3 H H H 2,6DIP 468 H H CD3 H H H 2,6DMB 469 H H CD3 H H H CD3 470 H H CD3 H H H CH3 471 H H CD3 H H H H 472 H H CD3 H H H i-Pr 473 H H CD3 H H i-Pr H 474 H H CD3 H i-Pr H H 475 H H CD3 i-Pr H H H 476 H H CH3 CD3 H H H 477 H H CH3 CH3 H H H 478 H H CH3 H 2,6DIP H H 479 H H CH3 H 2,6DMB H H 480 H H CH3 H CD3 H H 481 H H CH3 H CH3 H H 482 H H CH3 H H 2,6DIP H 483 H H CH3 H H 2,6DMB H 484 H H CH3 H H CD3 H 485 H H CH3 H H CH3 H 486 H H CH3 H H H 2,6DIP 487 H H CH3 H H H 2,6DMB 488 H H CH3 H H H CD3 489 H H CH3 H H H CH3 490 H H CH3 H H H H 491 H H CH3 H H H i-Pr 492 H H CH3 H H i-Pr H 493 H H CH3 H i-Pr H H 494 H H CH3 i-Pr H H H 495 H H H 2,6DIP H CD3 H 496 H H H 2,6DIP H CH3 H 497 H H H 2,6DIP H H CD3 498 H H H 2,6DIP H H CH3 499 H H H 2,6DIP H H H 500 H H H 2,6DMB H CD3 H 501 H H H 2,6DMB H CH3 H 502 H H H 2,6DMB H H CD3 503 H H H 2,6DMB H H CH3 504 H H H 2,6DMB H H H 505 H H H CD3 CD3 H H 506 H H H CD3 CH3 H H 507 H H H CD3 H 2,6DIP H 508 H H H CD3 H 2,6DMB H 509 H H H CD3 H CD3 H 510 H H H CD3 H CH3 H 511 H H H CD3 H H 2,6DIP 512 H H H CD3 H H 2,6DMB 513 H H H CD3 H H CD3 514 H H H CD3 H H CH3 515 H H H CD3 H H H 516 H H H CD3 H H i-Pr 517 H H H CD3 H i-Pr H 518 H H H CD3 i-Pr H H 519 H H H CH3 CD3 H H 520 H H H CH3 CH3 H H 521 H H H CH3 H 2,6DIP H 522 H H H CH3 H 2,6DMB H 523 H H H CH3 H CD3 H 524 H H H CH3 H CH3 H 525 H H H CH3 H H 2,6DIP 526 H H H CH3 H H 2,6DMB 527 H H H CH3 H H CD3 528 H H H CH3 H H CH3 529 H H H CH3 H H H 530 H H H CH3 H H i-Pr 531 H H H CH3 H i-Pr H 532 H H H CH3 i-Pr H H 533 H H H H 2,6DIP H CD3 534 H H H H 2,6DIP H CH3 535 H H H H 2,6DIP H H 536 H H H H 2,6DMB H CD3 537 H H H H 2,6DMB H CH3 538 H H H H 2,6DMB H H 539 H H H H CD3 CD3 H 540 H H H H CD3 CH3 H 541 H H H H CD3 H 2,6DIP 542 H H H H CD3 H 2,6DMB 543 H H H H CD3 H CD3 544 H H H H CD3 H CH3 545 H H H H CD3 H H 546 H H H H CD3 H i-Pr 547 H H H H CD3 i-Pr H 548 H H H H CH3 CD3 H 549 H H H H CH3 CH3 H 550 H H H H CH3 H 2,6DIP 551 H H H H CH3 H 2,6DMB 552 H H H H CH3 H CD3 553 H H H H CH3 H CH3 554 H H H H CH3 H H 555 H H H H CH3 H i-Pr 556 H H H H CH3 i-Pr H 557 H H H H H 2,6DIP CD3 558 H H H H H 2,6DIP CH3 559 H H H H H 2,6DIP H 560 H H H H H 2,6DMB CD3 561 H H H H H 2,6DMB CH3 562 H H H H H 2,6DMB H 563 H H H H H CD3 2,6DIP 564 H H H H H CD3 2,6DMB 565 H H H H H CD3 CD3 566 H H H H H CD3 CH3 567 H H H H H CD3 H 568 H H H H H CD3 i-Pr 569 H H H H H CH3 2,6DIP 570 H H H H H CH3 2,6DMB 571 H H H H H CH3 CD3 572 H H H H H CH3 CH3 573 H H H H H CH3 H 574 H H H H H CH3 i-Pr 575 H H H H H H 2,6DIP 576 H H H H H H 2,6DMB 577 H H H H H H CD3 578 H H H H H H CH3 579 H H H H H H H 580 H H H H H H i-Pr 581 H H H H H i-Pr CD3 582 H H H H H i-Pr CH3 583 H H H H H i-Pr H 584 H H H H i-Pr CD3 H 585 H H H H i-Pr CH3 H 586 H H H H i-Pr H CD3 587 H H H H i-Pr H CH3 588 H H H H i-Pr H H 589 H H H i-Pr CD3 H H 590 H H H i-Pr CH3 H H 591 H H H i-Pr H CD3 H 592 H H H i-Pr H CH3 H 593 H H H i-Pr H H CD3 594 H H H i-Pr H H CH3 595 H H H i-Pr H H H 596 H H i-Pr CD3 H H H 597 H H i-Pr CH3 H H H 598 H H i-Pr H CD3 H H 599 H H i-Pr H CH3 H H 600 H H i-Pr H H CD3 H 601 H H i-Pr H H CH3 H 602 H H i-Pr H H H CD3 603 H H i-Pr H H H CH3 604 H H i-Pr H H H H 605 H i-Pr CD3 H H H H 606 H i-Pr CH3 H H H H 607 H i-Pr H CD3 H H H 608 H i-Pr H CH3 H H H 609 H i-Pr H H CD3 H H 610 H i-Pr H H CH3 H H 611 H i-Pr H H H CD3 H 612 H i-Pr H H H CH3 H 613 H i-Pr H H H H CD3 614 H i-Pr H H H H CH3 615 H i-Pr H H H H H 616 i-Pr CD3 H H H H H 617 i-Pr CH3 H H H H H 618 i-Pr H CD3 H H H H 619 i-Pr H CH3 H H H H 620 i-Pr H H CD3 H H H 621 i-Pr H H CH3 H H H 622 i-Pr H H H CD3 H H 623 i-Pr H H H CH3 H H 624 i-Pr H H H H CD3 H 625 i-Pr H H H H CH3 H 626 i-Pr H H H H H CD3 627 i-Pr H H H H H CH3 628 i-Pr H H H H H H
LA629 to LA938 based on the structure:
Figure US10476010-20191112-C00116
LA # R11 R12 R13 R14 R31 R33 R34 629 CD3 CD3 H H H H H 630 CD3 CH3 H H H H H 631 CD3 H 2,6DIP H H H H 632 CD3 H 2,6DMB H H H H 633 CD3 H CD3 H H H H 634 CD3 H CH3 H H H H 635 CD3 H H 2,6DIP H H H 636 CD3 H H 2,6DMB H H H 637 CD3 H H CD3 H H H 638 CD3 H H CH3 H H H 639 CD3 H H H 2,6DIP H H 640 CD3 H H H 2,6DMB H H 641 CD3 H H H CD3 H H 642 CD3 H H H CH3 H H 643 CD3 H H H H 2,6DIP H 644 CD3 H H H H 2,6DMB H 645 CD3 H H H H CD3 H 646 CD3 H H H H CH3 H 647 CD3 H H H H H 2,6DIP 648 CD3 H H H H H 2,6DMB 649 CD3 H H H H H CD3 650 CD3 H H H H H CH3 651 CD3 H H H H H H 652 CD3 H H H H H i-Pr 653 CD3 H H H H i-Pr H 654 CD3 H H H i-Pr H H 655 CD3 H H i-Pr H H H 656 CD3 H i-Pr H H H H 657 CD3 i-Pr H H H H H 658 CH3 CD3 H H H H H 659 CH3 CH3 H H H H H 660 CH3 H 2,6DIP H H H H 661 CH3 H 2,6DMB H H H H 662 CH3 H CD3 H H H H 663 CH3 H CH3 H H H H 664 CH3 H H 2,6DIP H H H 665 CH3 H H 2,6DMB H H H 666 CH3 H H CD3 H H H 667 CH3 H H CH3 H H H 668 CH3 H H H 2,6DIP H H 669 CH3 H H H 2,6DMB H H 670 CH3 H H H CD3 H H 671 CH3 H H H CH3 H H 672 CH3 H H H H 2,6DIP H 673 CH3 H H H H 2,6DMB H 674 CH3 H H H H CD3 H 675 CH3 H H H H CH3 H 676 CH3 H H H H H 2,6DIP 677 CH3 H H H H H 2,6DMB 678 CH3 H H H H H CD3 679 CH3 H H H H H CH3 680 CH3 H H H H H H 681 CH3 H H H H H i-Pr 682 CH3 H H H H i-Pr H 683 CH3 H H H i-Pr H H 684 CH3 H H i-Pr H H H 685 CH3 H i-Pr H H H H 686 CH3 i-Pr H H H H H 687 H 2,6DIP H CD3 H H H 688 H 2,6DIP H CH3 H H H 689 H 2,6DIP H H CD3 H H 690 H 2,6DIP H H CH3 H H 691 H 2,6DIP H H H CD3 H 692 H 2,6DIP H H H CH3 H 693 H 2,6DIP H H H H CD3 694 H 2,6DIP H H H H CH3 695 H 2,6DIP H H H H H 696 H 2,6DMB H CD3 H H H 697 H 2,6DMB H CH3 H H H 698 H 2,6DMB H H CD3 H H 699 H 2,6DMB H H CH3 H H 700 H 2,6DMB H H H CD3 H 701 H 2,6DMB H H H CH3 H 702 H 2,6DMB H H H H CD3 703 H 2,6DMB H H H H CH3 704 H 2,6DMB H H H H H 705 H CD3 CD3 H H H H 706 H CD3 CH3 H H H H 707 H CD3 H 2,6DIP H H H 708 H CD3 H 2,6DMB H H H 709 H CD3 H CD3 H H H 710 H CD3 H CH3 H H H 711 H CD3 H H 2,6DIP H H 712 H CD3 H H 2,6DMB H H 713 H CD3 H H CD3 H H 714 H CD3 H H CH3 H H 715 H CD3 H H H 2,6DIP H 716 H CD3 H H H 2,6DMB H 717 H CD3 H H H CD3 H 718 H CD3 H H H CH3 H 719 H CD3 H H H H 2,6DIP 720 H CD3 H H H H 2,6DMB 721 H CD3 H H H H CD3 722 H CD3 H H H H CH3 723 H CD3 H H H H H 724 H CD3 H H H H i-Pr 725 H CD3 H H H i-Pr H 726 H CD3 H H i-Pr H H 727 H CD3 H i-Pr H H H 728 H CD3 i-Pr H H H H 729 H CH3 CD3 H H H H 730 H CH3 CH3 H H H H 731 H CH3 H 2,6DIP H H H 732 H CH3 H 2,6DMB H H H 733 H CH3 H CD3 H H H 734 H CH3 H CH3 H H H 735 H CH3 H H 2,6DIP H H 736 H CH3 H H 2,6DMB H H 737 H CH3 H H CD3 H H 738 H CH3 H H CH3 H H 739 H CH3 H H H 2,6DIP H 740 H CH3 H H H 2,6DMB H 741 H CH3 H H H CD3 H 742 H CH3 H H H CH3 H 743 H CH3 H H H H 2,6DIP 744 H CH3 H H H H 2,6DMB 745 H CH3 H H H H CD3 746 H CH3 H H H H CH3 747 H CH3 H H H H H 748 H CH3 H H H H i-Pr 749 H CH3 H H H i-Pr H 750 H CH3 H H i-Pr H H 751 H CH3 H i-Pr H H H 752 H CH3 i-Pr H H H H 753 H H 2,6DIP H CD3 H H 754 H H 2,6DIP H CH3 H H 755 H H 2,6DIP H H CD3 H 756 H H 2,6DIP H H CH3 H 757 H H 2,6DIP H H H CD3 758 H H 2,6DIP H H H CH3 759 H H 2,6DIP H H H H 760 H H 2,6DMB H CD3 H H 761 H H 2,6DMB H CH3 H H 762 H H 2,6DMB H H CD3 H 763 H H 2,6DMB H H CH3 H 764 H H 2,6DMB H H H CD3 765 H H 2,6DMB H H H CH3 766 H H 2,6DMB H H H H 767 H H CD3 CD3 H H H 768 H H CD3 CH3 H H H 769 H H CD3 H 2,6DIP H H 770 H H CD3 H 2,6DMB H H 771 H H CD3 H CD3 H H 772 H H CD3 H CH3 H H 773 H H CD3 H H 2,6DIP H 774 H H CD3 H H 2,6DMB H 775 H H CD3 H H CD3 H 776 H H CD3 H H CH3 H 777 H H CD3 H H H 2,6DIP 778 H H CD3 H H H 2,6DMB 779 H H CD3 H H H CD3 780 H H CD3 H H H CH3 781 H H CD3 H H H H 782 H H CD3 H H H i-Pr 783 H H CD3 H H i-Pr H 784 H H CD3 H i-Pr H H 785 H H CD3 i-Pr H H H 786 H H CH3 CD3 H H H 787 H H CH3 CH3 H H H 788 H H CH3 H 2,6DIP H H 789 H H CH3 H 2,6DMB H H 790 H H CH3 H CD3 H H 791 H H CH3 H CH3 H H 792 H H CH3 H H 2,6DIP H 793 H H CH3 H H 2,6DMB H 794 H H CH3 H H CD3 H 795 H H CH3 H H CH3 H 796 H H CH3 H H H 2,6DIP 797 H H CH3 H H H 2,6DMB 798 H H CH3 H H H CD3 799 H H CH3 H H H CH3 800 H H CH3 H H H H 801 H H CH3 H H H i-Pr 802 H H CH3 H H i-Pr H 803 H H CH3 H i-Pr H H 804 H H CH3 i-Pr H H H 805 H H H 2,6DIP H CD3 H 806 H H H 2,6DIP H CH3 H 807 H H H 2,6DIP H H CD3 808 H H H 2,6DIP H H CH3 809 H H H 2,6DIP H H H 810 H H H 2,6DMB H CD3 H 811 H H H 2,6DMB H CH3 H 812 H H H 2,6DMB H H CD3 813 H H H 2,6DMB H H CH3 814 H H H 2,6DMB H H H 815 H H H CD3 CD3 H H 816 H H H CD3 CH3 H H 817 H H H CD3 H 2,6DIP H 818 H H H CD3 H 2,6DMB H 819 H H H CD3 H CD3 H 820 H H H CD3 H CH3 H 821 H H H CD3 H H 2,6DIP 822 H H H CD3 H H 2,6DMB 823 H H H CD3 H H CD3 824 H H H CD3 H H CH3 825 H H H CD3 H H H 826 H H H CD3 H H i-Pr 827 H H H CD3 H i-Pr H 828 H H H CD3 i-Pr H H 829 H H H CH3 CD3 H H 830 H H H CH3 CH3 H H 831 H H H CH3 H 2,6DIP H 832 H H H CH3 H 2,6DMB H 833 H H H CH3 H CD3 H 834 H H H CH3 H CH3 H 835 H H H CH3 H H 2,6DIP 836 H H H CH3 H H 2,6DMB 837 H H H CH3 H H CD3 838 H H H CH3 H H CH3 839 H H H CH3 H H H 840 H H H CH3 H H i-Pr 841 H H H CH3 H i-Pr H 842 H H H CH3 i-Pr H H 843 H H H H 2,6DIP CD3 H 844 H H H H 2,6DIP CH3 H 845 H H H H 2,6DIP H CD3 846 H H H H 2,6DIP H CH3 847 H H H H 2,6DIP H H 848 H H H H 2,6DMB CD3 H 849 H H H H 2,6DMB CH3 H 850 H H H H 2,6DMB H CD3 851 H H H H 2,6DMB H CH3 852 H H H H 2,6DMB H H 853 H H H H CD3 2,6DIP H 854 H H H H CD3 2,6DMB H 855 H H H H CD3 CD3 H 856 H H H H CD3 CH3 H 857 H H H H CD3 H 2,6DIP 858 H H H H CD3 H 2,6DMB 859 H H H H CD3 H CD3 860 H H H H CD3 H CH3 861 H H H H CD3 H H 862 H H H H CD3 H i-Pr 863 H H H H CD3 i-Pr H 864 H H H H CH3 2,6DIP H 865 H H H H CH3 2,6DMB H 866 H H H H CH3 CD3 H 867 H H H H CH3 CH3 H 868 H H H H CH3 H 2,6DIP 869 H H H H CH3 H 2,6DMB 870 H H H H CH3 H CD3 871 H H H H CH3 H CH3 872 H H H H CH3 H H 873 H H H H CH3 H i-Pr 874 H H H H CH3 i-Pr H 875 H H H H H 2,6DIP H 876 H H H H H 2,6DMB H 877 H H H H H CD3 CD3 878 H H H H H CD3 CH3 879 H H H H H CD3 H 880 H H H H H CD3 i-Pr 881 H H H H H CH3 CD3 882 H H H H H CH3 CH3 883 H H H H H CH3 H 884 H H H H H CH3 i-Pr 885 H H H H H H 2,6DIP 886 H H H H H H 2,6DMB 887 H H H H H H CD3 888 H H H H H H CH3 889 H H H H H H H 890 H H H H H H i-Pr 891 H H H H H i-Pr CD3 892 H H H H H i-Pr CH3 893 H H H H H i-Pr H 894 H H H H i-Pr CD3 H 895 H H H H i-Pr CH3 H 896 H H H H i-Pr H CD3 897 H H H H i-Pr H CH3 898 H H H H i-Pr H H 899 H H H i-Pr CD3 H H 900 H H H i-Pr CH3 H H 901 H H H i-Pr H CD3 H 902 H H H i-Pr H CH3 H 903 H H H i-Pr H H CD3 904 H H H i-Pr H H CH3 905 H H H i-Pr H H H 906 H H i-Pr CD3 H H H 907 H H i-Pr CH3 H H H 908 H H i-Pr H CD3 H H 909 H H i-Pr H CH3 H H 910 H H i-Pr H H CD3 H 911 H H i-Pr H H CH3 H 912 H H i-Pr H H H CD3 913 H H i-Pr H H H CH3 914 H H i-Pr H H H H 915 H i-Pr CD3 H H H H 916 H i-Pr CH3 H H H H 917 H i-Pr H CD3 H H H 918 H i-Pr H CH3 H H H 919 H i-Pr H H CD3 H H 920 H i-Pr H H CH3 H H 921 H i-Pr H H H CD3 H 922 H i-Pr H H H CH3 H 923 H i-Pr H H H H CD3 924 H i-Pr H H H H CH3 925 H i-Pr H H H H H 926 i-Pr CD3 H H H H H 927 i-Pr CH3 H H H H H 928 i-Pr H CD3 H H H H 929 i-Pr H CH3 H H H H 930 i-Pr H H CD3 H H H 931 i-Pr H H CH3 H H H 932 i-Pr H H H CD3 H H 933 i-Pr H H H CH3 H H 934 i-Pr H H H H CD3 H 935 i-Pr H H H H CH3 H 936 i-Pr H H H H H CD3 937 i-Pr H H H H H CH3 938 i-Pr H H H H H H
LA939 to LA1248 based on the structure:
Figure US10476010-20191112-C00117
LA # R11 R12 R13 R14 R32 R33 R34 939 CD3 CD3 H H H H H 940 CD3 CH3 H H H H H 941 CD3 H 2,6DIP H H H H 942 CD3 H 2,6DMB H H H H 943 CD3 H CD3 H H H H 944 CD3 H CH3 H H H H 945 CD3 H H 2,6DIP H H H 946 CD3 H H 2,6DMB H H H 947 CD3 H H CD3 H H H 948 CD3 H H CH3 H H H 949 CD3 H H H 2,6DIP H H 950 CD3 H H H 2,6DMB H H 951 CD3 H H H CD3 H H 952 CD3 H H H CH3 H H 953 CD3 H H H H 2,6DIP H 954 CD3 H H H H 2,6DMB H 955 CD3 H H H H CD3 H 956 CD3 H H H H CH3 H 957 CD3 H H H H H 2,6DIP 958 CD3 H H H H H 2,6DMB 959 CD3 H H H H H CD3 960 CD3 H H H H H CH3 961 CD3 H H H H H H 962 CD3 H H H H H i-Pr 963 CD3 H H H H i-Pr H 964 CD3 H H H i-Pr H H 965 CD3 H H i-Pr H H H 966 CD3 H i-Pr H H H H 967 CD3 i-Pr H H H H H 968 CH3 CD3 H H H H H 969 CH3 CH3 H H H H H 970 CH3 H 2,6DIP H H H H 971 CH3 H 2,6DMB H H H H 972 CH3 H CD3 H H H H 973 CH3 H CH3 H H H H 974 CH3 H H 2,6DIP H H H 975 CH3 H H 2,6DMB H H H 976 CH3 H H CD3 H H H 977 CH3 H H CH3 H H H 978 CH3 H H H 2,6DIP H H 979 CH3 H H H 2,6DMB H H 980 CH3 H H H CD3 H H 981 CH3 H H H CH3 H H 982 CH3 H H H H 2,6DIP H 983 CH3 H H H H 2,6DMB H 984 CH3 H H H H CD3 H 985 CH3 H H H H CH3 H 986 CH3 H H H H H 2,6DIP 987 CH3 H H H H H 2,6DMB 988 CH3 H H H H H CD3 989 CH3 H H H H H CH3 990 CH3 H H H H H H 991 CH3 H H H H H i-Pr 992 CH3 H H H H i-Pr H 993 CH3 H H H i-Pr H H 994 CH3 H H i-Pr H H H 995 CH3 H i-Pr H H H H 996 CH3 i-Pr H H H H H 997 H 2,6DIP H CD3 H H H 998 H 2,6DIP H CH3 H H H 999 H 2,6DIP H H CD3 H H 1000 H 2,6DIP H H CH3 H H 1001 H 2,6DIP H H H CD3 H 1002 H 2,6DIP H H H CH3 H 1003 H 2,6DIP H H H H CD3 1004 H 2,6DIP H H H H CH3 1005 H 2,6DIP H H H H H 1006 H 2,6DMB H CD3 H H H 1007 H 2,6DMB H CH3 H H H 1008 H 2,6DMB H H CD3 H H 1009 H 2,6DMB H H CH3 H H 1010 H 2,6DMB H H H CD3 H 1011 H 2,6DMB H H H CH3 H 1012 H 2,6DMB H H H H CD3 1013 H 2,6DMB H H H H CH3 1014 H 2,6DMB H H H H H 1015 H CD3 CD3 H H H H 1016 H CD3 CH3 H H H H 1017 H CD3 H 2,6DIP H H H 1018 H CD3 H 2,6DMB H H H 1019 H CD3 H CD3 H H H 1020 H CD3 H CH3 H H H 1021 H CD3 H H 2,6DIP H H 1022 H CD3 H H 2,6DMB H H 1023 H CD3 H H CD3 H H 1024 H CD3 H H CH3 H H 1025 H CD3 H H H 2,6DIP H 1026 H CD3 H H H 2,6DMB H 1027 H CD3 H H H CD3 H 1028 H CD3 H H H CH3 H 1029 H CD3 H H H H 2,6DIP 1030 H CD3 H H H H 2,6DMB 1031 H CD3 H H H H CD3 1032 H CD3 H H H H CH3 1033 H CD3 H H H H H 1034 H CD3 H H H H i-Pr 1035 H CD3 H H H i-Pr H 1036 H CD3 H H i-Pr H H 1037 H CD3 H i-Pr H H H 1038 H CD3 i-Pr H H H H 1039 H CH3 CD3 H H H H 1040 H CH3 CH3 H H H H 1041 H CH3 H 2,6DIP H H H 1042 H CH3 H 2,6DMB H H H 1043 H CH3 H CD3 H H H 1044 H CH3 H CH3 H H H 1045 H CH3 H H 2,6DIP H H 1046 H CH3 H H 2,6DMB H H 1047 H CH3 H H CD3 H H 1048 H CH3 H H CH3 H H 1049 H CH3 H H H 2,6DIP H 1050 H CH3 H H H 2,6DMB H 1051 H CH3 H H H CD3 H 1052 H CH3 H H H CH3 H 1053 H CH3 H H H H 2,6DIP 1054 H CH3 H H H H 2,6DMB 1055 H CH3 H H H H CD3 1056 H CH3 H H H H CH3 1057 H CH3 H H H H H 1058 H CH3 H H H H i-Pr 1059 H CH3 H H H i-Pr H 1060 H CH3 H H i-Pr H H 1061 H CH3 H i-Pr H H H 1062 H CH3 i-Pr H H H H 1063 H H 2,6DIP H CD3 H H 1064 H H 2,6DIP H CH3 H H 1065 H H 2,6DIP H H CD3 H 1066 H H 2,6DIP H H CH3 H 1067 H H 2,6DIP H H H CD3 1068 H H 2,6DIP H H H CH3 1069 H H 2,6DIP H H H H 1070 H H 2,6DMB H CD3 H H 1071 H H 2,6DMB H CH3 H H 1072 H H 2,6DMB H H CD3 H 1073 H H 2,6DMB H H CH3 H 1074 H H 2,6DMB H H H CD3 1075 H H 2,6DMB H H H CH3 1076 H H 2,6DMB H H H H 1077 H H CD3 CD3 H H H 1078 H H CD3 CH3 H H H 1079 H H CD3 H 2,6DIP H H 1080 H H CD3 H 2,6DMB H H 1081 H H CD3 H CD3 H H 1082 H H CD3 H CH3 H H 1083 H H CD3 H H 2,6DIP H 1084 H H CD3 H H 2,6DMB H 1085 H H CD3 H H CD3 H 1086 H H CD3 H H CH3 H 1087 H H CD3 H H H 2,6DIP 1088 H H CD3 H H H 2,6DMB 1089 H H CD3 H H H CD3 1090 H H CD3 H H H CH3 1091 H H CD3 H H H H 1092 H H CD3 H H H i-Pr 1093 H H CD3 H H i-Pr H 1094 H H CD3 H i-Pr H H 1095 H H CD3 i-Pr H H H 1096 H H CH3 CD3 H H H 1097 H H CH3 CH3 H H H 1098 H H CH3 H 2,6DIP H H 1099 H H CH3 H 2,6DMB H H 1100 H H CH3 H CD3 H H 1101 H H CH3 H CH3 H H 1102 H H CH3 H H 2,6DIP H 1103 H H CH3 H H 2,6DMB H 1104 H H CH3 H H CD3 H 1105 H H CH3 H H CH3 H 1106 H H CH3 H H H 2,6DIP 1107 H H CH3 H H H 2,6DMB 1108 H H CH3 H H H CD3 1109 H H CH3 H H H CH3 1110 H H CH3 H H H H 1111 H H CH3 H H H i-Pr 1112 H H CH3 H H i-Pr H 1113 H H CH3 H i-Pr H H 1114 H H CH3 i-Pr H H H 1115 H H H 2,6DIP CD3 H H 1116 H H H 2,6DIP CH3 H H 1117 H H H 2,6DIP H CD3 H 1118 H H H 2,6DIP H CH3 H 1119 H H H 2,6DIP H H CD3 1120 H H H 2,6DIP H H CH3 1121 H H H 2,6DIP H H H 1122 H H H 2,6DMB CD3 H H 1123 H H H 2,6DMB CH3 H H 1124 H H H 2,6DMB H CD3 H 1125 H H H 2,6DMB H CH3 H 1126 H H H 2,6DMB H H CD3 1127 H H H 2,6DMB H H CH3 1128 H H H 2,6DMB H H H 1129 H H H CD3 2,6DIP H H 1130 H H H CD3 2,6DMB H H 1131 H H H CD3 CD3 H H 1132 H H H CD3 CH3 H H 1133 H H H CD3 H 2,6DIP H 1134 H H H CD3 H 2,6DMB H 1135 H H H CD3 H CD3 H 1136 H H H CD3 H CH3 H 1137 H H H CD3 H H 2,6DIP 1138 H H H CD3 H H 2,6DMB 1139 H H H CD3 H H CD3 1140 H H H CD3 H H CH3 1141 H H H CD3 H H H 1142 H H H CD3 H H i-Pr 1143 H H H CD3 H i-Pr H 1144 H H H CD3 i-Pr H H 1145 H H H CH3 2,6DIP H H 1146 H H H CH3 2,6DMB H H 1147 H H H CH3 CD3 H H 1148 H H H CH3 CH3 H H 1149 H H H CH3 H 2,6DIP H 1150 H H H CH3 H 2,6DMB H 1151 H H H CH3 H CD3 H 1152 H H H CH3 H CH3 H 1153 H H H CH3 H H 2,6DIP 1154 H H H CH3 H H 2,6DMB 1155 H H H CH3 H H CD3 1156 H H H CH3 H H CH3 1157 H H H CH3 H H H 1158 H H H CH3 H H i-Pr 1159 H H H CH3 H i-Pr H 1160 H H H CH3 i-Pr H H 1161 H H H H 2,6DIP H CD3 1162 H H H H 2,6DIP H CH3 1163 H H H H 2,6DIP H H 1164 H H H H 2,6DMB H CD3 1165 H H H H 2,6DMB H CH3 1166 H H H H 2,6DMB H H 1167 H H H H CD3 CD3 H 1168 H H H H CD3 CH3 H 1169 H H H H CD3 H 2,6DIP 1170 H H H H CD3 H 2,6DMB 1171 H H H H CD3 H CD3 1172 H H H H CD3 H CH3 1173 H H H H CD3 H H 1174 H H H H CD3 H i-Pr 1175 H H H H CD3 i-Pr H 1176 H H H H CH3 CD3 H 1177 H H H H CH3 CH3 H 1178 H H H H CH3 H 2,6DIP 1179 H H H H CH3 H 2,6DMB 1180 H H H H CH3 H CD3 1181 H H H H CH3 H CH3 1182 H H H H CH3 H H 1183 H H H H CH3 H i-Pr 1184 H H H H CH3 i-Pr H 1185 H H H H H 2,6DIP H 1186 H H H H H 2,6DMB H 1187 H H H H H CD3 CD3 1188 H H H H H CD3 CH3 1189 H H H H H CD3 H 1190 H H H H H CD3 i-Pr 1191 H H H H H CH3 CD3 1192 H H H H H CH3 CH3 1193 H H H H H CH3 H 1194 H H H H H CH3 i-Pr 1195 H H H H H H 2,6DIP 1196 H H H H H H 2,6DMB 1197 H H H H H H CD3 1198 H H H H H H CH3 1199 H H H H H H H 1200 H H H H H H i-Pr 1201 H H H H H i-Pr CD3 1202 H H H H H i-Pr CH3 1203 H H H H H i-Pr H 1204 H H H H i-Pr CD3 H 1205 H H H H i-Pr CH3 H 1206 H H H H i-Pr H CD3 1207 H H H H i-Pr H CH3 1208 H H H H i-Pr H H 1209 H H H i-Pr CD3 H H 1210 H H H i-Pr CH3 H H 1211 H H H i-Pr H CD3 H 1212 H H H i-Pr H CH3 H 1213 H H H i-Pr H H CD3 1214 H H H i-Pr H H CH3 1215 H H H i-Pr H H H 1216 H H i-Pr CD3 H H H 1217 H H i-Pr CH3 H H H 1218 H H i-Pr H CD3 H H 1219 H H i-Pr H CH3 H H 1220 H H i-Pr H H CD3 H 1221 H H i-Pr H H CH3 H 1222 H H i-Pr H H H CD3 1223 H H i-Pr H H H CH3 1224 H H i-Pr H H H H 1225 H i-Pr CD3 H H H H 1226 H i-Pr CH3 H H H H 1227 H i-Pr H CD3 H H H 1228 H i-Pr H CH3 H H H 1229 H i-Pr H H CD3 H H 1230 H i-Pr H H CH3 H H 1231 H i-Pr H H H CD3 H 1232 H i-Pr H H H CH3 H 1233 H i-Pr H H H H CD3 1234 H i-Pr H H H H CH3 1235 H i-Pr H H H H H 1236 i-Pr CD3 H H H H H 1237 i-Pr CH3 H H H H H 1238 i-Pr H CD3 H H H H 1239 i-Pr H CH3 H H H H 1240 i-Pr H H CD3 H H H 1241 i-Pr H H CH3 H H H 1242 i-Pr H H H CD3 H H 1243 i-Pr H H H CH3 H H 1244 i-Pr H H H H CD3 H 1245 i-Pr H H H H CH3 H 1246 i-Pr H H H H H CD3 1247 i-Pr H H H H H CH3 1248 i-Pr H H H H H H
wherein 2,6DIP is 2,6-diisopropyl benzene, 2,6DMB is 2,6-dimethyl benzene, and i-Pr is isopropyl.
7. The compound of claim 6, wherein the compound is Compound Ax having the formula Ir(LAi)3;
and wherein x=i; i is an integer from 1 to 1248.
8. The compound of claim 6, wherein the compound is the Compound By having the formula Ir(LAi)(Lj)2 or Compound Cz having the formula Ir(LAi)2(Lj);
wherein y=39i+j−39; i is an integer from 1 to 1248, and j is an integer from 1 to 20 or from 22 to 39;
wherein z=39i+j−39; i is an integer from 1 to 1248, and j is an integer from 1 to 20 or from 22 to 39; and
wherein L1 to L20 and L22 to L39 have the following structure:
Figure US10476010-20191112-C00118
Figure US10476010-20191112-C00119
Figure US10476010-20191112-C00120
Figure US10476010-20191112-C00121
Figure US10476010-20191112-C00122
Figure US10476010-20191112-C00123
Figure US10476010-20191112-C00124
9. The compound of claim 1, wherein the compound has a formula of M(LA)n(LB)m-n;
wherein M is Ir;
LB is a bidentate ligand; and
wherein m is 3 and n is 1, 2, or 3.
10. The compound of claim 9, wherein the compound has a formula selected from the group consisting of Ir(LA)3, Ir(LA)(LB)2, and Ir(LA)2(LB), wherein LB is different from LA.
11. The compound of claim 9, wherein LB is selected from the group consisting of:
Figure US10476010-20191112-C00125
Figure US10476010-20191112-C00126
wherein each X1 to X13 are independently selected from the group consisting of carbon and nitrogen;
wherein X is selected from the group consisting of BR′, NR′, PR′, O, S, Se, C═O, S═O, SO2, CR′R″, SiR′R″, and GeR′R″;
wherein R′ and R″ are optionally fused or joined to form a ring;
wherein each Ra, Rb, Rc, and Rd may represent from mono substitution to the possible maximum number of substitution, or no substitution;
wherein R′, R″, Ra, Rb, Rc, and Rd are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any two adjacent substituents of Ra, Rb, Rc, and Rd are optionally fused or joined to form a ring; and
wherein any of Ra, Rb, Rc, and Rd is optionally linked to LA or another of LB to form a tetradentate or hexadentate ligand.
12. An organic light emitting device (OLED) comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, comprising a compound comprising a ligand LA represented by Formula I:
Figure US10476010-20191112-C00127
wherein ring A is a 6-membered carbocyclic or heterocyclic ring;
wherein Z is nitrogen or carbon;
wherein R1 and R3 each represent from mono-substitution to the possible maximum number of substitution, or no substitution;
wherein Z1, Z2, Z3, and Z4 are each independently selected from the group consisting of nitrogen and carbon;
wherein at least one of Z1, Z2, Z3, and Z4 is nitrogen;
wherein X is selected from the group consisting of O, S, and Se;
wherein each R1 and R3 are independently selected from the group consisting of:
(i) hydrogen, deuterium, halide, straight chain alkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or
(ii) hydrogen, deuterium, halide, isopropyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any adjacent substituents of R1 and R3 are optionally joined or fused into a ring;
wherein the ligand LA is coordinated to Ir; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
13. A device comprising the OLED of claim 12 which is selected from the group consisting of a consumer product, an electronic component module, and a lighting panel.
14. The OLED of claim 12, wherein the organic layer is an emissive layer and the compound is an emissive dopant or a non-emissive dopant.
15. The OLED of claim 12, wherein the organic layer further comprises a host, wherein host comprises at least one chemical group selected from the group consisting of triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.
16. The OLED of claim 12, wherein the organic layer further comprises a host, wherein the host is selected from the group consisting of:
Figure US10476010-20191112-C00128
Figure US10476010-20191112-C00129
Figure US10476010-20191112-C00130
Figure US10476010-20191112-C00131
and combinations thereof.
17. A formulation comprising a compound comprising a ligand LA represented by Formula I:
Figure US10476010-20191112-C00132
wherein ring A is a 6-membered carbocyclic or heterocyclic ring;
wherein Z is nitrogen or carbon;
wherein R1 and R3 each represent from mono-substitution to the possible maximum number of substitution, or no substitution;
wherein Z1, Z2, Z3, and Z4 are each independently selected from the group consisting of nitrogen and carbon;
wherein at least one of Z1, Z2, Z3, and Z4 is nitrogen;
wherein X is selected from the group consisting of O, S, and Se;
wherein each R1 and R3 are independently selected from the group consisting of:
(i) hydrogen, deuterium, halide, straight chain alkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof; or
(ii) hydrogen, deuterium, halide, isopropyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
wherein any adjacent substituents of R1 and R3 are optionally joined or fused into a ring;
wherein the ligand LA is coordinated to Ir; and
wherein the ligand LA is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate or hexadentate ligand.
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